Stereoselective deconjugation of macrocyclic α,β-unsaturated esters by sequential amidation and olefin transposition: application to enantioselective phase-transfer catalysis-Reference-Cited by-同舟云学术

Stereoselective deconjugation of macrocyclic α,β-unsaturated esters by sequential amidation and olefin transposition: application to enantioselective phase-transfer catalysis

Published:2019 Issue:28 Volume:17 Page:6905-6910
ISSN:1477-0520
Container-title:Organic & Biomolecular Chemistry
language:en
Short-container-title:Org. Biomol. Chem.

Author:

Homberg Alexandre¹²³⁴^ORCID,Hrdina Radim¹²³⁴^ORCID,Vishe Mahesh¹²³⁴^ORCID,Guénée Laure⁵²³⁴^ORCID,Lacour Jérôme¹²³⁴^ORCID

Affiliation:

1. Department of Organic Chemistry

2. University of Geneva

3. 1211 Geneva 4

4. Switzerland

5. Laboratory of Crystallography

Abstract

The stereoselective synthesis of chiral macrocycles bearing two aliphatic amide functional groups is reported.

Funder

Université de Genève

Schweizerischer Nationalfonds zur Förderung der Wissenschaftlichen Forschung

Publisher

Royal Society of Chemistry (RSC)

Subject

Organic Chemistry,Physical and Theoretical Chemistry,Biochemistry

Link

http://pubs.rsc.org/en/content/articlepdf/2019/OB/C9OB01355E

Reference76 articles.

1. Anionic versus photochemical diastereoselective deconjugation of diacetone d-glucose α,β-unsaturated esters

2. Photochemical Deconjugation of Chiral 3-Methyl-2-butenoates Derived from Carbohydrate-Based Alcohols: The Influence of the Sugar Backbone on the Facial Diastereoselectivity

3. Enantio- and Diastereoselective Protonation of Photodienols: Total Synthesis of (R)-(-)-Lavandulol

4. Diacetone D-glucose: Efficient chiral building block for asymmetric photodeconjugation

5. Diastereoselective photodeconjugation of .alpha.,.beta.-unsaturated esters

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