Cyclic enaminones. Part II: applications as versatile intermediates in alkaloid synthesis

Cyclic enaminones. Part I: stereocontrolled synthesis using diastereoselective and catalytic asymmetric methods

(2015) Amit Kumar Chattopadhyay et al.   CHEMICAL COMMUNICATIONS

Generation and Regioselective Trapping of a 3,4-Piperidyne for the Synthesis of Functionalized Heterocycles

(2015) Travis C. McMahon et al.   JOURNAL OF THE AMERICAN CHEMICAL SOCIETY

Collective Asymmetric Synthesis of (−)-Antofine, (−)-Cryptopleurine, (−)-Tylophorine, and (−)-Tylocrebrine with tert-Butanesulfinamide as a Chiral Auxiliary

(2014) Yanlong Zheng et al.   JOURNAL OF ORGANIC CHEMISTRY

A Unified Strategy for the Synthesis of 7-Membered-Ring-Containing Lycopodium Alkaloids

(2014) Amy S. Lee et al.   JOURNAL OF THE AMERICAN CHEMICAL SOCIETY

An enantioselective strategy for the total synthesis of (S)-tylophorine via catalytic asymmetric allylation and a one-pot DMAP-promoted isocyanate formation/Lewis acid catalyzed cyclization sequence

(2014) Bo Su et al.   ORGANIC & BIOMOLECULAR CHEMISTRY

Boron–Heck Reaction of Cyclic Enaminones: Regioselective Direct Arylation via Oxidative Palladium(II) Catalysis

(2014) Yong Wook Kim et al.   ORGANIC LETTERS

Kinetic Resolution of 2-Substituted 2,3-Dihydro-4-pyridones by Palladium-Catalyzed Asymmetric Allylic Alkylation: Catalytic Asymmetric Total Synthesis of Indolizidine (−)-209I

(2014) Bai-Lin Lei et al.   ORGANIC LETTERS

An Enantioselective Strategy for the Synthesis of (S)-Tylophorine via One-Pot Intramolecular Schmidt/Bischler–Napieralski/Imine-Reduction Cascade Sequence

(2013) Bo Su et al.   JOURNAL OF ORGANIC CHEMISTRY

Tylophorine, a phenanthraindolizidine alkaloid isolated from Tylophora indica exerts antiangiogenic and antitumor activity by targeting vascular endothelial growth factor receptor 2–mediated angiogenesis

(2013) Sarita Saraswati et al.   Molecular Cancer

Catalytic, Asymmetric Indolizidinone Aza-Quaternary Stereocenter Synthesis: Expedient Synthesis of the Cylindricine Alkaloid Core

(2013) Derek M. Dalton et al.   ORGANIC LETTERS

Iminium Ion–Enamine Cascade Cyclizations: Facile Access to Structurally Diverse Azacyclic Compounds and Natural Products

(2013) Stephen Hanessian et al.   ORGANIC LETTERS

Total synthesis of (±)-antofine

(2013) Ming Yi et al.   TETRAHEDRON LETTERS

Copper-Assisted Palladium(II)-Catalyzed Direct Arylation of Cyclic Enaminones with Arylboronic Acids

(2012) Yong Wook Kim et al.   JOURNAL OF ORGANIC CHEMISTRY

Palladium-Catalyzed Annulation of 2,2′-Diiodobiphenyls with Alkynes: Synthesis and Applications of Phenanthrenes

(2012) Yu-De Lin et al.   JOURNAL OF ORGANIC CHEMISTRY

A Five-Step Synthesis of (±)-Tylophorine via a Nitrile-Stabilized Ammonium Ylide

(2012) Günther Lahm et al.   JOURNAL OF ORGANIC CHEMISTRY

Enantioselective Approach to 13a-Methylphenanthroindolizidine Alkaloids

(2012) Bo Su et al.   JOURNAL OF ORGANIC CHEMISTRY

A Diastereoselective Cyclic Imine Cycloaddition Strategy To Access Polyhydroxylated Indolizidine Skeleton: Concise Syntheses of (+)-/(−)-Lentiginosines and (−)-2-epi-Steviamine

(2012) Jia Shao et al.   JOURNAL OF ORGANIC CHEMISTRY

Concise Total Synthesis of the Frog Alkaloid (−)-205 B

(2011) Sergey V. Tsukanov et al.   ANGEWANDTE CHEMIE-INTERNATIONAL EDITION

A Simple Enantioselective Route to Functionalized Indolizidines: Synthesis of (+)-Ipalbidine and (+)-Antofine

(2011) Sunil V. Pansare et al.   EUROPEAN JOURNAL OF ORGANIC CHEMISTRY

Organometallic Enantiomeric Scaffolding: A Strategy for the Enantiocontrolled Construction of Regio- and Stereodivergent Trisubstituted Piperidines from a Common Precursor

(2011) Heilam Wong et al.   JOURNAL OF THE AMERICAN CHEMICAL SOCIETY

Total Synthesis of (±)-Cylindricine C

(2011) Guillaume Lapointe et al.   ORGANIC LETTERS

Direct Hiyama Cross-Coupling of Enaminones With Triethoxy(aryl)silanes and Dimethylphenylsilanol

(2011) Lei Bi et al.   ORGANIC LETTERS

Total Syntheses of (−) Epilupinine and (−)-Tashiromine Using Imino-Aldol Reactions

(2011) Amanda C. Cutter et al.   ORGANIC LETTERS

Stereoselective Synthesis of the Eastern Quinolizidine Portion of Himeradine A

(2011) Nathan D. Collett et al.   ORGANIC LETTERS

Palladium(II)-Catalyzed Dehydrogenative Alkenylation of Cyclic Enaminones via the Fujiwara–Moritani Reaction

(2011) Yi-Yun Yu et al.   ORGANIC LETTERS

Total Syntheses and Cytotoxicity of (R)- and (S)-Boehmeriasin A

(2011) Matthew W. Leighty et al.   ACS Medicinal Chemistry Letters

First Asymmetric Synthesis of Boehmeriasin A

(2010) David Dumoulin et al.   EUROPEAN JOURNAL OF ORGANIC CHEMISTRY

The novel proapoptotic activity of nonnatural enantiomer of Lentiginosine

(2010) Beatrice Macchi et al.   GLYCOBIOLOGY

Stereoselective Synthesis of 2,3,6-Trisubstituted Tetrahydropyridines via Tf2O-Mediated Grob Fragmentation: Access to Indolizidines (−)-209I and (−)-223J

(2010) Gérald Lemonnier et al.   JOURNAL OF ORGANIC CHEMISTRY

Biomimetic Construction of the Hydroquinoline Ring System. Diastereodivergent Enantioselective Synthesis of 2,5-Disubstitutedcis-Decahydroquinolines†

(2010) Mercedes Amat et al.   JOURNAL OF ORGANIC CHEMISTRY

Asymmetric Synthesis of All the Known Phlegmarine Alkaloids

(2010) Bradley H. Wolfe et al.   JOURNAL OF ORGANIC CHEMISTRY

Total Syntheses of Arylindolizidine Alkaloids (+)-Ipalbidine and (+)-Antofine

(2010) Micah J. Niphakis et al.   JOURNAL OF ORGANIC CHEMISTRY

Total Synthesis of (+)-Fastigiatine

(2010) Brian B. Liau et al.   JOURNAL OF THE AMERICAN CHEMICAL SOCIETY

Antitumor Agents. 274. A New Synthetic Strategy for E-Ring SAR Study of Antofine and Cryptopleurine Analogues

(2010) Xiaoming Yang et al.   ORGANIC LETTERS

Synthesis of Tylocrebrine and Related Phenanthroindolizidines by VOF3-Mediated Oxidative Aryl-Alkene Coupling

(2010) Micah J. Niphakis et al.   ORGANIC LETTERS

Total synthesis of the tylophora alkaloids rusplinone, 13aα-secoantofine, and antofine using a multicatalytic oxidative aminochlorocarbonylation/Friedel–Crafts reaction

(2010) Lisa M. Ambrosini et al.   TETRAHEDRON

Synthesis of cylindricine C and a formal synthesis of cylindricine A

(2010) Timothy J. Donohoe et al.   TETRAHEDRON

Highly efficient synthesis of phenanthroquinolizidine alkaloids via Parham-type cycliacylation

(2010) Ziwen Wang et al.   TETRAHEDRON LETTERS

Synthesis of Phenanthro[9,10-b]indolizidin-9-ones, Phenanthro[9,10-b]quinolizidin-9-one, and Related Benzolactams by Pd(OAc)2-Catalyzed Direct Aromatic Carbonylation

(2009) Satoshi Yamashita et al.   EUROPEAN JOURNAL OF ORGANIC CHEMISTRY

Total Synthesis of Phenanthro-Quinolizidine Alkaloids: (±)-Cryptopleurine, (±)-Boehmeriasin A, (±)-Boehmeriasin B and (±)-Hydroxycryptopleurine

(2009) Mingbo Cui et al.   EUROPEAN JOURNAL OF ORGANIC CHEMISTRY

Efficient and Chirally Specific Synthesis of Phenanthro-Indolizidine Alkaloids by Parham-Type Cycloacylation

(2009) Ziwen Wang et al.   EUROPEAN JOURNAL OF ORGANIC CHEMISTRY

Formal Synthesis of (5R,8R,8aS)-Indolizidine 209I via Enaminones Incorporating Weinreb Amides

(2009) Joseph P. Michael et al.   HETEROCYCLES

Synthesis and Antiviral Activities of Phenanthroindolizidine Alkaloids and Their Derivatives†

(2009) Kailiang Wang et al.   JOURNAL OF AGRICULTURAL AND FOOD CHEMISTRY

Palladium Nanoparticle-Catalyzed C−N Bond Formation. A Highly Regio- and Stereoselective Allylic Amination by Allyl Acetates

(2009) Laksmikanta Adak et al.   JOURNAL OF ORGANIC CHEMISTRY

Enantioselective α-Arylation of Aldehydes via Organo-SOMO Catalysis. An Ortho-Selective Arylation Reaction Based on an Open-Shell Pathway

(2009) Jay C. Conrad et al.   JOURNAL OF THE AMERICAN CHEMICAL SOCIETY

Excess Substrate is a Spectator Ligand in a Rhodium-Catalyzed Asymmetric [2 + 2 + 2] Cycloaddition of Alkenyl Isocyanates with Tolanes

(2009) Mark Emil Oinen et al.   ORGANIC LETTERS

A concise enantioselective synthesis of (+)-lentiginosine

(2009) Tanveer Mahamadali Shaikh et al.   TETRAHEDRON-ASYMMETRY

Total synthesis of phenanthroindolizidine alkaloids (±)-antofine, (±)-deoxypergularinine, and their dehydro congeners and evaluation of their cytotoxic activity

(2008) Chung-Ren Su et al.   BIOORGANIC & MEDICINAL CHEMISTRY

Sterically Biased 3,3-Sigmatropic Rearrangement of Chiral Allylic Azides: Application to the Total Syntheses of Alkaloids

(2008) Sophie Lauzon et al.   JOURNAL OF ORGANIC CHEMISTRY

Utilization of a Michael Addition: Dipolar Cycloaddition Cascade for the Synthesis of (±)-Cylindricine C

(2008) Andrew C. Flick et al.   ORGANIC LETTERS

Enantioselective Synthesis of Indolizidines Bearing Quaternary Substituted Stereocenters via Rhodium-Catalyzed [2 + 2 + 2] Cycloaddition of Alkenyl Isocyanates and Terminal Alkynes

(2008) Ernest E. Lee et al.   ORGANIC LETTERS

Iron(III) chloride-based mild synthesis of phenanthrene and its application to total synthesis of phenanthroindolizidine alkaloids

(2008) Kai-Liang Wang et al.   TETRAHEDRON

Total synthesis of (+)-lentiginosine from d-glucose

(2008) Mohammad Abrar Alam et al.   TETRAHEDRON LETTERS

Metal-Catalyzed Enantioselective Allylation in Asymmetric Synthesis

(2007) Zhan Lu et al.   ANGEWANDTE CHEMIE-INTERNATIONAL EDITION

Structural analogs of tylophora alkaloids may not be functional analogs

(2007) Wenli Gao et al.   BIOORGANIC & MEDICINAL CHEMISTRY LETTERS