Recent advances in synthetic facets of immensely reactive azetidines

Recent advances in the chemistry of metallated azetidines

(2017) Daniele Antermite et al.   ORGANIC & BIOMOLECULAR CHEMISTRY

Two Scalable Syntheses of (S)-2-Methylazetidine

(2016) Matthew S. Dowling et al.   JOURNAL OF ORGANIC CHEMISTRY

Deployment of Small-Ring Azaheterocycles as Building Blocks for the Synthesis of Organofluorine Compounds

(2016) Norbert De Kimpe et al.   SYNLETT

Synthesis of chiral 4,5-dihydrothiazol-2-amines and 4,5-dihydrooxazol-2-amines through an unexpected ring opening reaction of azetidines

(2016) Xin Zhou et al.   TETRAHEDRON LETTERS

Hydrogen-Bond Directed Regioselective Pd-Catalyzed Asymmetric Allylic Alkylation: The Construction of Chiral α-Amino Acids with Vicinal Tertiary and Quaternary Stereocenters

(2015) Xuan Wei et al.   ORGANIC LETTERS

Straightforward Synthesis of Novel Enantiopure α-Trifluoromethylated Azetidine 2-Carboxylic Acid and Homoserines

(2015) Nathalie Lensen et al.   ORGANIC LETTERS

Synthesis of polyhydroxylated azetidine iminosugars and 3-hydroxy-N-methylazetidine-2-carboxylic acid from d-glucose

(2015) Pravin P. Lawande et al.   TETRAHEDRON

The triflic acid mediated reactions of benzo-fused cyclic amides

(2015) Frank D. King et al.   TETRAHEDRON

A general, enantioselective synthesis of N-alkyl terminal aziridines and C2-functionalized azetidines via organocatalysis

(2015) Timothy J. Senter et al.   TETRAHEDRON LETTERS

Reaction of N -alkyl azetidines with triphosgene

(2015) Laurence Menguy et al.   TETRAHEDRON LETTERS

γ-Hydroxyethyl piperidine iminosugar and N-alkylated derivatives: A study of their activity as glycosidase inhibitors and as immunosuppressive agents

(2014) Pramod R. Markad et al.   BIOORGANIC & MEDICINAL CHEMISTRY

Acid-Mediated Ring-Expansion Reaction of N-Aryl-2-vinylazetidines: Synthesis and Unanticipated Reactivity of Tetrahydrobenzazocines

(2014) Tomoaki Shimizu et al.   JOURNAL OF ORGANIC CHEMISTRY

Nucleophilic Lewis Base Dependent Addition Reactions of Allenoates with Trifluoromethylated Cyclic Ketimines

(2014) Li-Jun Yang et al.   JOURNAL OF ORGANIC CHEMISTRY

Robust Synthesis of N-Sulfonylazetidine Building Blocks via Ring Contraction of α-Bromo N-Sulfonylpyrrolidinones

(2014) Nicolas Kern et al.   ORGANIC LETTERS

TiCl4 Promoted Formal [3 + 3] Cycloaddition of Cyclopropane 1,1-Diesters with Azides: Synthesis of Highly Functionalized Triazinines and Azetidines

(2014) Huan-Huan Zhang et al.   ORGANIC LETTERS

Modular Approach to Substituted Boc-Protected 4-(Aminomethyl)pyrroles

(2014) Songzhe Han et al.   ORGANIC LETTERS

β-Lactam-Synthon-Interceded Facile Synthesis of Functionally Decorated Thiohydantoins

(2014) Vipan Kumar et al.   SYNLETT

The Lewis acid-catalyzed [3+1+1] cycloaddition of azomethine ylides with isocyanides

(2014) Takahiro Soeta et al.   TETRAHEDRON

Asymmetric synthesis of 2-substituted cyclic amines

(2014) Amit A. Kudale et al.   TETRAHEDRON LETTERS

Triflic acid promoted fries rearrangement of C-3 vinyl/isopropenyl-azetidin-2-ones: single-pot synthesis of C-3 functionalized-2-aryl-2,3-dihydro-quinoline-4(1H)-ones

(2014) Vishu Mehra et al.   RSC Advances

Recent Advances in Organocatalytic Asymmetric Morita–Baylis–Hillman/aza-Morita–Baylis–Hillman Reactions

(2013) Yin Wei et al.   CHEMICAL REVIEWS

2-Cyanoazetidines and Azetidinium Ions: Scaffolds for Molecular Diversity

(2013) François Couty et al.   EUROPEAN JOURNAL OF ORGANIC CHEMISTRY

Syntheses of 3,4-Disubstituted Pyrroles and Furans via Lewis Acid-Promoted Semipinacol Rearrangement/Alkyne-Ketone Metathesis Reaction of (C)-2-N- or O-((3-Arylpropargyl)methyl)-Tethered 3,5,5-Trimethyl-2,3-epoxycyclohexan-1-ones

(2013) Ming-Chang P. Yeh et al.   JOURNAL OF ORGANIC CHEMISTRY

Skeletal Diversification via Heteroatom Linkage Control: Preparation of Bicyclic and Spirocyclic Scaffolds from N-Substituted Homopropargyl Alcohols

(2013) Thomas O. Painter et al.   JOURNAL OF ORGANIC CHEMISTRY

Synthesis and Anticancer Activity of All Known (−)-Agelastatin Alkaloids

(2013) Sunkyu Han et al.   JOURNAL OF ORGANIC CHEMISTRY

I2-Catalyzed Synthesis of Substituted Pyrroles from α-Amino Carbonyl Compounds and Aldehydes

(2013) Rulong Yan et al.   JOURNAL OF ORGANIC CHEMISTRY

Synthesis of azetidines and pyrrolidines via iodocyclisation of homoallyl amines and exploration of activity in a zebrafish embryo assay

(2013) Antonio Feula et al.   ORGANIC & BIOMOLECULAR CHEMISTRY

Tantalum Catalyzed Hydroaminoalkylation for the Synthesis of α- and β-Substituted N-Heterocycles

(2013) Philippa R. Payne et al.   ORGANIC LETTERS

Organocatalyzed Formal [2 + 2] Cycloaddition of Ketimines with Allenoates: Facile Access to Azetidines with a Chiral Tetrasubstituted Carbon Stereogenic Center

(2013) Shinobu Takizawa et al.   ORGANIC LETTERS

Intramolecular Transannulation of Alkynyl Triazoles via Alkyne–Carbene Metathesis Step: Access to Fused Pyrroles

(2013) Yi Shi et al.   ORGANIC LETTERS

Copper-Mediated Reaction of Zirconacyclopentadienes with Azides: A One-Pot Three-Component Synthesis of Multiply Substituted Pyrroles from One Azide and Two Alkynes

(2013) Yiqing Zhou et al.   ORGANOMETALLICS

Synthesis of 2,3-Disubstituted Pyrroles Initiated by 1,4-Addition of Chelated Enolates onto Alkynyl Carbene Complexes

(2013) Rupsha Chaudhuri et al.   ORGANOMETALLICS

Triflic Acid Mediated Fries Rearrangement of 3-Dienyl-2-azetidinones: Facile Synthesis of 3-(But-2-enylidene)quinolin-4(3H)-ones

(2013) Vipan Kumar et al.   SYNLETT

Synthesis of piperidin-4-ones starting from 2-(2-bromo-1,1-dimethylethyl)azetidines and 2-(2-mesyloxyethyl)azetidines through a ring expansion–oxidation protocol

(2013) Karen Mollet et al.   TETRAHEDRON

Facile, diastereoselective synthesis of functionally enriched hexahydroisoquinolines, hexahydroisoquinolones and hexahydroisochromones via inter-/intramolecular amidolysis of C-3 functionalized 2-azetidinones

(2013) Vishu Mehra et al.   TETRAHEDRON

One-pot synthesis of disulfide-linked N-sulfonylazetidin-2-imines via a copper-catalyzed multicomponent cascade reaction

(2013) Yongjia Shang et al.   TETRAHEDRON

Facile ring cleavage of basic azetidines

(2013) Jun Xiao et al.   TETRAHEDRON LETTERS

Synthesis of optically active 1,2,3-trisubstituted azetidines employing an organocatalytic approach with l-proline

(2013) Marcela Amongero et al.   TETRAHEDRON LETTERS

An organocatalytic approach to stereoselective synthesis of 2-hydroxyazetidines and 2-hydroxypyrrolidines

(2013) Ankita Rai et al.   TETRAHEDRON LETTERS

An efficient copper catalyzed one-pot, four-component, and diastereoselective synthesis of highly functionalized ferrocenyl azetidinimines

(2013) Siddan Gouthaman et al.   TETRAHEDRON LETTERS

Diastereoselective synthesis of 2,3-disubstituted 1-arylazetidines via NaBH4-promoted facile reduction of C-3 functionalized azetidin-2-ones

(2013) Vishu Mehra et al.   TETRAHEDRON LETTERS

Single pot diastereoselective synthesis of six membered cyclic (E)-endo-aldonitrones via intramolecular cyclization of ω-alkenyl oximes

(2013) Vishu Mehra et al.   TETRAHEDRON LETTERS

Stereoselective total synthesis of penaresidin A starting from d-galactal

(2013) B.V. Subba Reddy et al.   TETRAHEDRON LETTERS

Alkylation/elimination from azetidinium ylides: an entry to functionalized acrylonitriles

(2013) Cheikh Lo et al.   TETRAHEDRON LETTERS

Asymmetric Cyclization Reactions of Allenoates with Imines or α,β-Unsaturated Ketones Catalyzed by Organocatalysts Derived from Cinchona Alkaloids

(2012) Cheng-Kui Pei et al.   CHEMISTRY-A EUROPEAN JOURNAL

Exploration of Novel 3-Substituted Azetidine Derivatives As Triple Reuptake Inhibitors

(2012) Younghue Han et al.   JOURNAL OF MEDICINAL CHEMISTRY

Solvent-Controlled Selective Transformation of 2-Bromomethyl-2-methylaziridines to Functionalized Aziridines and Azetidines

(2012) Sonja Stanković et al.   JOURNAL OF ORGANIC CHEMISTRY

Synthesis of 1-Alkyl-2-(trifluoromethyl)azetidines and Their Regiospecific Ring Opening toward Diverse α-(Trifluoromethyl)Amines via Intermediate Azetidinium Salts

(2012) Sara Kenis et al.   JOURNAL OF ORGANIC CHEMISTRY

Diastereoselective Aldol Reaction of Zincated 3-Chloro-3-methyl-1-azaallylic Anions as Key Step in the Synthesis of 1,2,3,4-Tetrasubstituted 3-Chloroazetidines

(2012) Sven Mangelinckx et al.   JOURNAL OF ORGANIC CHEMISTRY

Syntheses of Chiral β- and γ-Amino Ethers, Morpholines, and Their Homologues via Nucleophilic Ring-Opening of Chiral Activated Aziridines and Azetidines

(2012) Manas K. Ghorai et al.   JOURNAL OF ORGANIC CHEMISTRY

Synthesis from d-Altrose of (5R,6R,7R,8S)-5,7-Dihydroxy-8-hydroxymethylconidine and 2,4-Dideoxy-2,4-imino-d-glucitol, Azetidine Analogues of Swainsonine and 1,4-Dideoxy-1,4-imino-d-mannitol

(2012) Noelia Araújo et al.   ORGANIC LETTERS

Recent Advances in the Asymmetric Synthesis of α-(Trifluoromethyl)-Containing α-Amino Acids

(2012) José Aceña et al.   SYNTHESIS-STUTTGART

β-Lactam-synthon-interceded diastereoselective synthesis of functionally enriched thioxo-imidazolidines, imidazolidin-2-ones, piperazine-5,6-diones and 4,5-dihydroimidazoles

(2012) Vishu Mehra et al.   TETRAHEDRON

Synthesis of spirocyclopropyl γ-lactams by tandem intramolecular azetidine ring-opening/closing cascade reaction: synthetic and mechanistic aspects

(2012) Pierre-Antoine Nocquet et al.   TETRAHEDRON

Advances in the chemistry of ?-lactam and its medicinal applications

(2012) Anushree Kamath et al.   TETRAHEDRON

Mechanistic insights into the rearrangement of azetidine N-oxides to isoxazolidines

(2012) Laurence Menguy et al.   TETRAHEDRON LETTERS

Practical preparation of enantiopure 2-methyl-azetidine-2-carboxylic acid; a γ-turn promoter

(2012) Bruno Drouillat et al.   TETRAHEDRON-ASYMMETRY

Synthesis of new functionalized aziridine-2- and azetidine-3-carboxylic acid derivatives of potential interest for biological and foldameric applications

(2011) Asta Žukauskaitė et al.   AMINO ACIDS

Development of asymmetric phosphine-promoted annulations of allenes with electron-deficient olefins and imines

(2011) Qian-Yi Zhao et al.   CHEMICAL COMMUNICATIONS

β-Lactam-Synthon-Interceded, Facile, One-Pot, Diastereoselective Synthesis of Functionalized Tetra/Octahydroisoquinolone Derivatives

(2011) Raghu Raj et al.   EUROPEAN JOURNAL OF ORGANIC CHEMISTRY

Synthesis of Spirocyclopropyl γ-Lactams by a Highly Stereoselective Tandem Intramolecular Azetidine Ring-Opening/Closing Cascade Reaction

(2011) Pierre-Antoine Nocquet et al.   EUROPEAN JOURNAL OF ORGANIC CHEMISTRY

Recent Advances in the Synthesis of Fluorinated Amino Acids

(2011) Xiao-Long Qiu et al.   EUROPEAN JOURNAL OF ORGANIC CHEMISTRY

Synthesis of Stereodefined 3,4-Disubstituted Piperidines through Rearrangement of 2-(2-Bromo-1,1-dimethylethyl)azetidines

(2011) Matthias D’hooghe et al.   HETEROCYCLES

Preparation and Synthetic Applications of Azetidines

(2011) F. G. West et al.   HETEROCYCLES

Stereoselective Synthesis ofcis-3,4-Disubstituted Piperidines through Ring Transformation of 2-(2-Mesyloxyethyl)azetidines

(2011) Karen Mollet et al.   JOURNAL OF ORGANIC CHEMISTRY

Asymmetric Synthesis of α-Chloro-β-amino-N-sulfinyl Imidates as Chiral Building Blocks

(2011) Filip Colpaert et al.   JOURNAL OF ORGANIC CHEMISTRY

Access to Enantiomerically Enrichedcis-2,3-Disubstituted Azetidines via Diastereoselective Hydrozirconation

(2011) Tarun K. Pradhan et al.   ORGANIC LETTERS

Asymmetric synthesis of 4-formyl-1-(?-haloalkyl)-?-lactams and their transformation to functionalized piperazines and 1,4-diazepanes

(2011) Stijn Dekeukeleire et al.   TETRAHEDRON

One-pot synthesis of chiral azetidines from chloroaldehyde and chiral amines

(2011) Suvi T.M. Orr (nee Simila) et al.   TETRAHEDRON LETTERS

Synthesis of 3-functionalized 3-methylazetidines

(2011) Sonja Stanković et al.   TETRAHEDRON LETTERS

Intramolecular reductive cyclization strategy to the synthesis of (−)-6-methyl-3-hydroxy-piperidine-2-carboxylic acid, (+)-6-methyl-(2-hydroxymethyl)-piperidine-3-ol and their glycosidase inhibitory activity

(2010) Vishwas U. Pawar et al.   BIOORGANIC & MEDICINAL CHEMISTRY

Allenes as Three-Carbon Units in Catalytic Cycloadditions: New Opportunities with Transition-Metal Catalysts

(2010) Fernando López et al.   CHEMISTRY-A EUROPEAN JOURNAL

Iminosugars past, present and future: medicines for tomorrow

(2010) Graeme Horne et al.   DRUG DISCOVERY TODAY

Azetidine derivatives as novel γ-aminobutyric acid uptake inhibitors: Synthesis, biological evaluation, and structure–activity relationship

(2010) Mark R. Faust et al.   EUROPEAN JOURNAL OF MEDICINAL CHEMISTRY

Synthesis of natural products containing the pyrrolic ring

(2010) Ian S. Young et al.   NATURAL PRODUCT REPORTS

Heronapyrroles A−C: Farnesylated 2-Nitropyrroles from an Australian Marine-DerivedStreptomycessp.

(2010) Ritesh Raju et al.   ORGANIC LETTERS

Diastereo- and Enantioselective Synthesis of α,γ-Diaminobutyric Acid Derivatives via Cu-Catalyzed Asymmetric Michael Reaction

(2010) Qing Li et al.   ORGANIC LETTERS

C(sp3)-N Bond-Forming Reductive Elimination of Amines: Reactions of Bisphosphine-Ligated Benzylpalladium(II) Diarylamido Complexes

(2009) Seth L. Marquard et al.   ANGEWANDTE CHEMIE-INTERNATIONAL EDITION

Convenient Synthesis of Ferrocene Conjugates Mediated by Benzyltriethylammonium Tetrathiomolybdate in a Multi-Step Tandem Process

(2009) V. Sai Sudhir et al.   EUROPEAN JOURNAL OF ORGANIC CHEMISTRY

Preparation and structural characterisation of a novel ferrocene–amino acid conjugate

(2009) Jiří Tauchman et al.   INORGANIC CHEMISTRY COMMUNICATIONS

One-Carbon Ring Expansion of Azetidines via Ammonium Ylide [1,2]-Shifts: A Simple Route to Substituted Pyrrolidines

(2009) Tina M. Bott et al.   JOURNAL OF ORGANIC CHEMISTRY

New Building Block forC3Symmetry Molecules: Synthesis ofs-Triazine-Based Redox Active Chromophores

(2009) Angélica García et al.   ORGANIC LETTERS

Azetidines: New Tools for the Synthesis of Nitrogen Heterocycles

(2009) François Couty et al.   SYNLETT

One-pot, solvent-free regioselective addition reactions of propargyl bromide to carbonyl compounds mediated by Zn–Cu couple

(2009) Xiaofang Ma et al.   TETRAHEDRON

A practical method to access enantiopure β-perfluoroalkyl-β-amino acids: diastereoselective reduction of cyclic enamino-esters

(2009) Yasuhiro Ishida et al.   TETRAHEDRON LETTERS

Lewis Base Catalysis in Organic Synthesis

(2008) Scott E. Denmark et al.   ANGEWANDTE CHEMIE-INTERNATIONAL EDITION

Novel antibacterial azetidine lincosamides

(2008) Hardwin O’Dowd et al.   BIOORGANIC & MEDICINAL CHEMISTRY LETTERS

Novel Syntheses of Azetidines and Azetidinones

(2008) Alberto Brandi et al.   CHEMICAL REVIEWS

Azetidine Based Transition State Analogue Inhibitors ofN-Ribosyl Hydrolases and Phosphorylases

(2008) Gary B. Evans et al.   JOURNAL OF MEDICINAL CHEMISTRY

The Many Roles for Fluorine in Medicinal Chemistry

(2008) William K. Hagmann   JOURNAL OF MEDICINAL CHEMISTRY

Modulation of Pyrene Fluorescence in DNA Probes Depends upon the Nature of the Conformationally Restricted Nucleotide

(2008) Dmytro Honcharenko et al.   JOURNAL OF ORGANIC CHEMISTRY

Development of two synthetic routes to CE-178,253, a CB1 antagonist for the treatment of obesity

(2008) Thomas A. Brandt et al.   TETRAHEDRON

Lamellarins and Related Pyrrole-Derived Alkaloids from Marine Organisms

(2007) Hui Fan et al.   CHEMICAL REVIEWS

Fluorine in medicinal chemistry

(2007) Sophie Purser et al.   CHEMICAL SOCIETY REVIEWS