Stereoselective Conjugate Addition of the Lithium Anion of N-Allyl Imine to Unsaturated Esters: Application to the Enantiospecific Total Synthesis of (−)-Epibatidine-Reference-Cited by-同舟云学术

Stereoselective Conjugate Addition of the Lithium Anion of N-Allyl Imine to Unsaturated Esters: Application to the Enantiospecific Total Synthesis of (−)-Epibatidine

Published:2019-07-11 Issue:15 Volume:84 Page:9648-9660
ISSN:0022-3263
Container-title:The Journal of Organic Chemistry
language:en
Short-container-title:J. Org. Chem.

Author:

Prasad Kavirayani R.¹^ORCID,Uphade Manoj B.¹

Affiliation:

1. Department of Organic Chemistry, Indian Institute of Science, Bangalore 560012, India

Funder

Indian Institute of Science

Publisher

American Chemical Society (ACS)

Subject

Organic Chemistry

Link

https://pubs.acs.org/doi/pdf/10.1021/acs.joc.9b01340

Reference33 articles.

1. 2-Azaallyl Anions, 2-Azaallyl Cations, 2-Azaallyl Radicals, and Azomethine Ylides

2. Ring-Opening ofN-Lithio-2,3(cis)-diphenylaziridine to 1,3(cis, trans)-Diphenyl-2-azaallyllithium and Its Rearrangement to thetrans, trans-Form

3. 1,3‐Anionische Cycloadditionen, XIII. endo‐exo ‐Isomere Cycloaddukte aus trans , trans ‐1,3‐Diphenyl‐2‐azaallyllithium und Acenaphthylen

4. Generation of 2-azaallyl anions by the transmetalation of N-(trialkylstannyl)methanimines. Pyrrolidine synthesis by [3 + 2] cycloadditions with alkenes

5. Total Synthesis of the Kopsia lapidilecta Alkaloid (±)-Lapidilectine B

Cited by 6 articles. 订阅此论文施引文献订阅此论文施引文献，注册后可以免费订阅5篇论文的施引文献，订阅后可以查看论文全部施引文献

1. Copper(I)‐Catalyzed Asymmetric Allylation of Ketones with 2‐Aza‐1,4‐Dienes;Angewandte Chemie International Edition;2023-11-28

2. Copper(I)‐Catalyzed Asymmetric Allylation of Ketones with 2‐Aza‐1,4‐Dienes;Angewandte Chemie;2023-11-28

3. Rhodium-Catalyzed Asymmetric Conjugate Addition to γ-Substituted α,β-Unsaturated γ-Lactams through Dynamic Kinetic Resolution: Asymmetric Synthesis of trans-β,γ-Disubstituted γ-Lactams;ACS Catalysis;2023-04-28

4. Metathesis Reactions in Natural Product Fragments and Total Syntheses;Asian Journal of Organic Chemistry;2022-02-23

5. Formal total synthesis of (+)-stemoamide;Tetrahedron;2020-11