Enantioselective γ-borylation of unsaturated amides and stereoretentive Suzuki–Miyaura cross-coupling

Copper-Catalyzed Asymmetric Borylation: Construction of a Stereogenic Carbon Center Bearing Both CF3 and Organoboron Functional Groups

(2017) Quanbin Jiang et al.   JOURNAL OF ORGANIC CHEMISTRY

Pd(II)-Catalyzed Enantioselective C(sp3)–H Borylation

(2017) Jian He et al.   JOURNAL OF THE AMERICAN CHEMICAL SOCIETY

Pd-Catalyzed Conjunctive Cross-Coupling between Grignard-Derived Boron “Ate” Complexes and C(sp2) Halides or Triflates: NaOTf as a Grignard Activator and Halide Scavenger

(2017) Gabriel J. Lovinger et al.   JOURNAL OF THE AMERICAN CHEMICAL SOCIETY

Selective uni- and bidirectional homologation of diborylmethane

(2017) Daniel J. Blair et al.   Chemical Science

Catalytic SN 2′- and Enantioselective Allylic Substitution with a Diborylmethane Reagent and Application in Synthesis

(2016) Ying Shi et al.   ANGEWANDTE CHEMIE-INTERNATIONAL EDITION

Enantioselective Synthesis of Cyclobutylboronates via a Copper-Catalyzed Desymmetrization Approach

(2016) Manuel Guisán-Ceinos et al.   ANGEWANDTE CHEMIE-INTERNATIONAL EDITION

Regio- and Stereoselective Homologation of 1,2-Bis(Boronic Esters): Stereocontrolled Synthesis of 1,3-Diols and Sch 725674

(2016) Alexander Fawcett et al.   ANGEWANDTE CHEMIE-INTERNATIONAL EDITION

Short Enantioselective Total Synthesis of Tatanan A and 3-epi-Tatanan A Using Assembly-Line Synthesis

(2016) Adam Noble et al.   ANGEWANDTE CHEMIE-INTERNATIONAL EDITION

Tandem Allylboration-Prins Reaction for the Rapid Construction of Substituted Tetrahydropyrans: Application to the Total Synthesis of (−)-Clavosolide A

(2016) Alba Millán et al.   ANGEWANDTE CHEMIE-INTERNATIONAL EDITION

Enantiospecific Alkynylation of Alkylboronic Esters

(2016) Yahui Wang et al.   ANGEWANDTE CHEMIE-INTERNATIONAL EDITION

Accessing Both Retention and Inversion Pathways in Stereospecific, Nickel-Catalyzed Miyaura Borylations of Allylic Pivalates

(2016) Qi Zhou et al.   JOURNAL OF THE AMERICAN CHEMICAL SOCIETY

Recent Advances in the Preparation and Application of Allylboron Species in Organic Synthesis

(2016) Colin Diner et al.   JOURNAL OF THE AMERICAN CHEMICAL SOCIETY

Diverse Asymmetric Hydrofunctionalization of Aliphatic Internal Alkenes through Catalytic Regioselective Hydroboration

(2016) Yumeng Xi et al.   JOURNAL OF THE AMERICAN CHEMICAL SOCIETY

Asymmetric Synthesis of Borylalkanes via Copper-Catalyzed Enantioselective Hydroallylation

(2016) Jung Tae Han et al.   JOURNAL OF THE AMERICAN CHEMICAL SOCIETY

Carbohydrate-Catalyzed Enantioselective Alkene Diboration: Enhanced Reactivity of 1,2-Bonded Diboron Complexes

(2016) Lichao Fang et al.   JOURNAL OF THE AMERICAN CHEMICAL SOCIETY

Development of Enantiospecific Coupling of Secondary and Tertiary Boronic Esters with Aromatic Compounds

(2016) Marcin Odachowski et al.   JOURNAL OF THE AMERICAN CHEMICAL SOCIETY

Copper-Catalyzed Regio- and Stereoselective Aminoboration of Alkenylboronates

(2016) Daiki Nishikawa et al.   ORGANIC LETTERS

Modular, Catalytic Enantioselective Construction of Quaternary Carbon Stereocenters by Sequential Cross-Coupling Reactions

(2016) Bowman Potter et al.   ORGANIC LETTERS

Asymmetric Catalytic Enantio- and Diastereoselective Boron Conjugate Addition Reactions of α-Functionalized α,β-Unsaturated Carbonyl Substrates

(2016) Jian-Bo Xie et al.   ORGANIC LETTERS

Double Chiral Induction Enables a Stereoselective Carbonyl Allylation with Simple Alkenes under the Sequential Catalysis of Palladium Complex and Chiral Phosphoric Acid

(2016) Lu-Lu Li et al.   ORGANIC LETTERS

A general, modular method for the catalytic asymmetric synthesis of alkylboronate esters

(2016) J. Schmidt et al.   SCIENCE

Silver-Assisted, Iridium-Catalyzed Allylation of Bis[(pinacolato)boryl]methane Allows the Synthesis of Enantioenriched Homoallylic Organoboronic Esters

(2016) Miao Zhan et al.   ACS Catalysis

Dual-Stereocontrol Asymmetric Cobalt-Catalyzed Hydroboration of Sterically Hindered Styrenes

(2016) Heyi Zhang et al.   ACS Catalysis

Synthesis of Chiral Tertiary Boronic Esters by Oxime-Directed Catalytic Asymmetric Hydroboration

(2015) Veronika M. Shoba et al.   ANGEWANDTE CHEMIE-INTERNATIONAL EDITION

Enantioselective and Enantiospecific Transition-Metal-Catalyzed Cross-Coupling Reactions of Organometallic Reagents To Construct C–C Bonds

(2015) Alan H. Cherney et al.   CHEMICAL REVIEWS

Boron-selective reactions as powerful tools for modular synthesis of diverse complex molecules

(2015) Liang Xu et al.   CHEMICAL SOCIETY REVIEWS

Optimization of Reaction and Substrate Activation in the Stereoselective Cross-Coupling of Chiral 3,3-Diboronyl Amides

(2015) Jack Chang Hung Lee et al.   JOURNAL OF ORGANIC CHEMISTRY

A Cu/Pd Cooperative Catalysis for Enantioselective Allylboration of Alkenes

(2015) Tao Jia et al.   JOURNAL OF THE AMERICAN CHEMICAL SOCIETY

Mechanism of NHC-Catalyzed Conjugate Additions of Diboron and Borosilane Reagents to α,β-Unsaturated Carbonyl Compounds

(2015) Hao Wu et al.   JOURNAL OF THE AMERICAN CHEMICAL SOCIETY

Synthesis of Enantioenriched Alkylfluorides by the Fluorination of Boronate Complexes

(2015) Christopher Sandford et al.   JOURNAL OF THE AMERICAN CHEMICAL SOCIETY

Synthesis of Chiral α-Amino Tertiary Boronic Esters by Enantioselective Hydroboration of α-Arylenamides

(2015) Naifu Hu et al.   JOURNAL OF THE AMERICAN CHEMICAL SOCIETY

Hydroxyl-Directed Cross-Coupling: A Scalable Synthesis of Debromohamigeran E and Other Targets of Interest

(2015) Thomas P. Blaisdell et al.   JOURNAL OF THE AMERICAN CHEMICAL SOCIETY

Enantioselective 1,1-Arylborylation of Alkenes: Merging Chiral Anion Phase Transfer with Pd Catalysis

(2015) Hosea M. Nelson et al.   JOURNAL OF THE AMERICAN CHEMICAL SOCIETY

Enantio- and Diastereoselective Synthesis of 1,2-Hydroxyboronates through Cu-Catalyzed Additions of Alkylboronates to Aldehydes

(2015) Matthew V. Joannou et al.   JOURNAL OF THE AMERICAN CHEMICAL SOCIETY

Rhodium(I)-Catalyzed Asymmetric Carbene Insertion into B–H Bonds: Highly Enantioselective Access to Functionalized Organoboranes

(2015) Diao Chen et al.   JOURNAL OF THE AMERICAN CHEMICAL SOCIETY

Asymmetric Synthesis of α-Aminoboronic Acid Derivatives by Copper-Catalyzed Enantioselective Hydroamination

(2015) Daiki Nishikawa et al.   JOURNAL OF THE AMERICAN CHEMICAL SOCIETY

Stereospecific Coupling of Boronic Esters with N-Heteroaromatic Compounds

(2015) Josep Llaveria et al.   JOURNAL OF THE AMERICAN CHEMICAL SOCIETY

Stereoselective and Regiodivergent Allylic Suzuki–Miyaura Cross-Coupling of 2-Ethoxydihydropyranyl Boronates: Synthesis and Confirmation of Absolute Stereochemistry of Diospongin B

(2015) Taras Rybak et al.   ORGANIC LETTERS

Nickel-Catalyzed Borylation of Benzylic Ammonium Salts: Stereospecific Synthesis of Enantioenriched Benzylic Boronates

(2015) Corey H. Basch et al.   ORGANIC LETTERS

Copper(I)-Catalyzed Asymmetric Pinacolboryl Addition of N-Boc-imines Using a Chiral Sulfoxide–Phosphine Ligand

(2015) Ding Wang et al.   ORGANIC LETTERS

Enantioselective Desymmetrization via Carbonyl-Directed Catalytic Asymmetric Hydroboration and Suzuki–Miyaura Cross-Coupling

(2015) Gia L. Hoang et al.   ORGANIC LETTERS

Catalytic conjunctive cross-coupling enabled by metal-induced metallate rearrangement

(2015) L. Zhang et al.   SCIENCE

Configurationally stable, enantioenriched organometallic nucleophiles in stereospecific Pd-catalyzed cross-coupling reactions: an alternative approach to asymmetric synthesis

(2015) Chao-Yuan Wang et al.   Chemical Science

Copper-Catalyzed Borylative Aromatization of p-Quinone Methides: Enantioselective Synthesis of Dibenzylic Boronates

(2015) Carlos Jarava-Barrera et al.   ACS Catalysis

Lithiation–Borylation Methodology and Its Application in Synthesis

(2014) Daniele Leonori et al.   ACCOUNTS OF CHEMICAL RESEARCH

Enantioselective Synthesis of Allylboronates and Allylic Alcohols by Copper-Catalyzed 1,6-Boration

(2014) Yunfei Luo et al.   ANGEWANDTE CHEMIE-INTERNATIONAL EDITION

Enantioselective Synthesis of Boron-Substituted Quaternary Carbon Stereogenic Centers through NHC-Catalyzed Conjugate Additions of (Pinacolato)boron Units to Enones

(2014) Suttipol Radomkit et al.   ANGEWANDTE CHEMIE-INTERNATIONAL EDITION

Stereospecific Couplings of Secondary and Tertiary Boronic Esters

(2014) Daniele Leonori et al.   ANGEWANDTE CHEMIE-INTERNATIONAL EDITION

Synthesis of (+)-Discodermolide by Catalytic Stereoselective Borylation Reactions

(2014) Zhiyong Yu et al.   ANGEWANDTE CHEMIE-INTERNATIONAL EDITION

Filling the Gaps in the Challenging Asymmetric Hydroboration of 1,1-Disubstituted Alkenes with Simple Phosphite-Based Phosphinooxazoline Iridium Catalysts

(2014) Marc Magre et al.   ChemCatChem

Homologation of Boronic Esters with Organolithium Compounds: A Computational Assessment of Mechanism

(2014) Stéphanie Essafi et al.   JOURNAL OF ORGANIC CHEMISTRY

Application of Bidentate Oxazoline–Carbene Ligands with Planar and Central Chirality in Asymmetric β-Boration of α,β-Unsaturated Esters

(2014) Zonghong Niu et al.   JOURNAL OF ORGANIC CHEMISTRY

Copper(I)-Catalyzed Enantioselective Nucleophilic Borylation of Aldehydes: An Efficient Route to Enantiomerically Enriched α-Alkoxyorganoboronate Esters

(2014) Koji Kubota et al.   JOURNAL OF THE AMERICAN CHEMICAL SOCIETY

A Catalytic Enantiotopic-Group-Selective Suzuki Reaction for the Construction of Chiral Organoboronates

(2014) Chunrui Sun et al.   JOURNAL OF THE AMERICAN CHEMICAL SOCIETY

Synthesis of Enantiomerically Enriched Triarylmethanes by Enantiospecific Suzuki–Miyaura Cross-Coupling Reactions

(2014) Smitha C. Matthew et al.   JOURNAL OF THE AMERICAN CHEMICAL SOCIETY

Cobalt-Catalyzed Enantioselective Hydroboration of 1,1-Disubstituted Aryl Alkenes

(2014) Lei Zhang et al.   JOURNAL OF THE AMERICAN CHEMICAL SOCIETY

Stereospecific Pd-Catalyzed Cross-Coupling Reactions of Secondary Alkylboron Nucleophiles and Aryl Chlorides

(2014) Ling Li et al.   JOURNAL OF THE AMERICAN CHEMICAL SOCIETY

Copper-Catalyzed Diastereo- and Enantioselective Desymmetrization of Cyclopropenes: Synthesis of Cyclopropylboronates

(2014) Alejandro Parra et al.   JOURNAL OF THE AMERICAN CHEMICAL SOCIETY

Cascades of catalytic selectivity

(2014) Rian D. Dewhurst et al.   Nature Chemistry

Copper-Catalyzed Asymmetric Hydroboration of α-Dehydroamino Acid Derivatives: Facile Synthesis of Chiral β-Hydroxy-α-amino Acids

(2014) Zhi-Tao He et al.   ORGANIC LETTERS

Iminopyridine Oxazoline Iron Catalyst for Asymmetric Hydroboration of 1,1-Disubtituted Aryl Alkenes

(2014) Jianhui Chen et al.   ORGANIC LETTERS

Convergent, asymmetric synthesis of vicinal amino alcohols via Rh-catalyzed addition of α-amido trifluoroborates to carbonyls

(2014) Andrew W. Buesking et al.   Chemical Science

Mechanistic Insights into Carbonyl-Directed Rhodium-Catalyzed Hydroboration: ab Initio Study of a Cyclic γ,δ-Unsaturated Amide

(2014) Zhao-Di Yang et al.   ACS Catalysis

Asymmetric cobalt catalysts for hydroboration of 1,1-disubstituted alkenes

(2014) Jianhui Chen et al.   Organic Chemistry Frontiers

Regio- and Enantioselective Copper(I)-Catalyzed Hydroboration of Borylalkenes: Asymmetric Synthesis of 1,1-Diborylalkanes

(2013) Xinhui Feng et al.   ANGEWANDTE CHEMIE-INTERNATIONAL EDITION

Asymmetric Hydrogenation of Olefins Using Chiral Crabtree-type Catalysts: Scope and Limitations

(2013) J. Johan Verendel et al.   CHEMICAL REVIEWS

Regioselective and Stereospecific Copper-Catalyzed Aminoboration of Styrenes with Bis(pinacolato)diboron and O-Benzoyl-N,N-dialkylhydroxylamines

(2013) Naoki Matsuda et al.   JOURNAL OF THE AMERICAN CHEMICAL SOCIETY

Catalytic Enantioselective One-pot Aminoborylation of Aldehydes: A Strategy for Construction of Nonracemic α-Amino Boronates

(2013) Kai Hong et al.   JOURNAL OF THE AMERICAN CHEMICAL SOCIETY

Scope and Mechanism of the Pt-Catalyzed Enantioselective Diboration of Monosubstituted Alkenes

(2013) John R. Coombs et al.   JOURNAL OF THE AMERICAN CHEMICAL SOCIETY

A Catalytic Enantioselective Tandem Allylation Strategy for Rapid Terpene Construction: Application to the Synthesis of Pumilaside Aglycon

(2013) Grace E. Ferris et al.   JOURNAL OF THE AMERICAN CHEMICAL SOCIETY

Copper-Catalyzed B–H Bond Insertion Reaction: A Highly Efficient and Enantioselective C–B Bond-Forming Reaction with Amine–Borane and Phosphine–Borane Adducts

(2013) Qing-Qing Cheng et al.   JOURNAL OF THE AMERICAN CHEMICAL SOCIETY

Asymmetric synthesis from terminal alkenes by cascades of diboration and cross-coupling

(2013) Scott N. Mlynarski et al.   NATURE

Preparation of Organotrifluoroborate Salts: Precipitation-Driven Equilibrium under Non-Etching Conditions

(2012) Alastair J. J. Lennox et al.   ANGEWANDTE CHEMIE-INTERNATIONAL EDITION

γ-Selective directed catalytic asymmetric hydroboration of 1,1-disubstituted alkenes

(2012) Sean M. Smith et al.   CHEMICAL COMMUNICATIONS

Design and preparation of new palladium precatalysts for C–C and C–N cross-coupling reactions

(2012) Nicholas C. Bruno et al.   Chemical Science

NHC-Cu-Catalyzed Enantioselective Hydroboration of Acyclic and Exocyclic 1,1-Disubstituted Aryl Alkenes

(2011) Rosa Corberán et al.   ANGEWANDTE CHEMIE-INTERNATIONAL EDITION

Enantioselective Construction of Quaternary Stereogenic Centers from Tertiary Boronic Esters: Methodology and Applications

(2011) Ravindra P. Sonawane et al.   ANGEWANDTE CHEMIE-INTERNATIONAL EDITION

Catalytic asymmetric hydroboration of β,γ-unsaturated Weinreb amides: striking influence of the borane

(2011) Sean M. Smith et al.   CHEMICAL COMMUNICATIONS

Two-stage optimization of a supramolecular catalyst for catalytic asymmetric hydroboration

(2011) Shin A. Moteki et al.   CHEMICAL COMMUNICATIONS

An Efficient Copper(I)-Catalyst System for the Asymmetric Hydroboration of β-Substituted Vinylarenes with Pinacolborane

(2011) Dongwan Noh et al.   Chemistry-An Asian Journal

Inversion or Retention? Effects of Acidic Additives on the Stereochemical Course in Enantiospecific Suzuki–Miyaura Coupling of α-(Acetylamino)benzylboronic Esters

(2011) Tomotsugu Awano et al.   JOURNAL OF THE AMERICAN CHEMICAL SOCIETY

Palladium-Catalyzed, Stereoselective, Cyclizative Alkenylboration of Carbon−Carbon Double Bonds through Activation of a Boron−Chlorine Bond

(2011) Masaki Daini et al.   JOURNAL OF THE AMERICAN CHEMICAL SOCIETY

Enantioselective preparation and chemoselective cross-coupling of 1,1-diboron compounds

(2011) Jack Chang Hung Lee et al.   Nature Chemistry

Synthesis of Highly Enantioenriched C-Tertiary Amines From Boronic Esters: Application to the Synthesis of Igmesine

(2010) Viktor Bagutski et al.   ANGEWANDTE CHEMIE-INTERNATIONAL EDITION

Highly regio- and enantioselective catalytic asymmetric hydroboration of α-substituted styrenyl derivatives

(2010) Clément Mazet et al.   CHEMICAL COMMUNICATIONS

Stereospecific Suzuki−Miyaura Coupling of Chiral α-(Acylamino)benzylboronic Esters with Inversion of Configuration

(2010) Toshimichi Ohmura et al.   JOURNAL OF THE AMERICAN CHEMICAL SOCIETY

Stereospecific Cross-Coupling of Secondary Alkyl β-Trifluoroboratoamides

(2010) Deidre L. Sandrock et al.   JOURNAL OF THE AMERICAN CHEMICAL SOCIETY

Amide-Directed Catalytic Asymmetric Hydroboration of Trisubstituted Alkenes

(2010) Sean M. Smith et al.   JOURNAL OF THE AMERICAN CHEMICAL SOCIETY

Copper(I)-Catalyzed Asymmetric Monoborylation of 1,3-Dienes: Synthesis of Enantioenriched Cyclic Homoallyl- and Allylboronates

(2010) Yusuke Sasaki et al.   JOURNAL OF THE AMERICAN CHEMICAL SOCIETY

Remarkable Levels of Enantioswitching in Catalytic Asymmetric Hydroboration

(2010) Sean M. Smith et al.   ORGANIC LETTERS

Highly Regio- and Enantioselective Copper-Catalyzed Hydroboration of Styrenes

(2009) Dongwan Noh et al.   ANGEWANDTE CHEMIE-INTERNATIONAL EDITION

Cross Coupling Reactions of Chiral Secondary Organoboronic Esters With Retention of Configuration

(2009) Daisuke Imao et al.   JOURNAL OF THE AMERICAN CHEMICAL SOCIETY

Efficient Amide-Directed Catalytic Asymmetric Hydroboration

(2008) Sean M. Smith et al.   JOURNAL OF THE AMERICAN CHEMICAL SOCIETY