LiOtBu-promoted stereoselective deconjugation of α,β-unsaturated diesters probed using density functional theory-Reference-Cited by-同舟云学术

LiOtBu-promoted stereoselective deconjugation of α,β-unsaturated diesters probed using density functional theory

Published:2020 Issue:21 Volume:7 Page:3427-3433
ISSN:2052-4129
Container-title:Organic Chemistry Frontiers
language:en
Short-container-title:Org. Chem. Front.

Author:

Jang Won Jun¹²³⁴^ORCID,Song Seon Bin¹²³⁴,Lee Soyeon¹²³⁴,Yoo Seok Yeol¹²³⁴^ORCID,Chung You Kyoung¹²³⁴,Huh Joonsuk¹²³⁴⁵,Yun Jaesook¹²³⁴^ORCID

Affiliation:

1. Department of Chemistry and Institute of Basic Science

2. Sungkyunkwan University

3. Suwon

4. Korea

5. School of Advanced Institute of Nanotechnology

Abstract

We report the isomerisation of α,β-unsaturated diesters to thermodynamically less favourable β,γ-unsaturated carbonyl compounds in the absence of strongly basic anhydrous or photochemical conditions.

Funder

National Research Foundation of Korea

POSCO TJ Park Foundation

Publisher

Royal Society of Chemistry (RSC)

Subject

Organic Chemistry

Link

http://pubs.rsc.org/en/content/articlepdf/2020/QO/D0QO01091J

Reference45 articles.

1. H. M. Colquhoun , D. J.Thompson and M. V.Twigg , Carbonylation: Direct Synthesis of carbonyl compounds , Plenum Press , New York , 1991 , p. 1

2. F. A. Carey and R. J.Sundberg , Advanced Organic Chemistry: Part B. Reactions and Synthesis , Springer , 3rd edn, 1993 , p. 65

3. Palladium-Catalyzed Carbonylation Reactions of Aryl Halides and Related Compounds

4. Glycal-Derived δ-Hydroxy α,β-Unsaturated Aldehydes (Perlin Aldehydes): Versatile Building Blocks in Organic Synthesis

Cited by 4 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-catalysed asymmetric reductive cross-coupling of prochiral alkenes;Nature Communications;2022-05-11

2. Transition metal-catalyzed (remote) deconjugative isomerization of α,β-unsaturated carbonyls;Tetrahedron Letters;2022-04

3. Asymmetric Conjugate Addition of Chiral Secondary Borylalkyl Copper Species;Angewandte Chemie International Edition;2021-01-12

4. Asymmetric Conjugate Addition of Chiral Secondary Borylalkyl Copper Species;Angewandte Chemie;2021-01-12