Diastereoselection during 1,2-addition of 3-bromomethyl-5H-furan-2-one to α-chiral aldehydes mediated by indium in aqueous and organic solvent systems: direct route to obtain optically active α-methylene-γ-butyrolactones
Author:
Affiliation:
1. State Key Laboratory of Elemento-Organic Chemistry
2. Collaborative innovation center of chemical science and engineering
3. Nankai University
4. Tianjin 300071, China
Abstract
High chelation control or Felkin–Ahn selective allylic addition of2to α-hydroxyaldehydes or α-rigid aldehydes mediated by indium.
Publisher
Royal Society of Chemistry (RSC)
Subject
General Chemical Engineering,General Chemistry
Link
http://pubs.rsc.org/en/content/articlepdf/2014/RA/C3RA47773H
Reference19 articles.
1. Studies in Stereochemistry. X. The Rule of “Steric Control of Asymmetric Induction” in the Syntheses of Acyclic Systems
2. Asymmetric Induction. A Model for Additions to Carbonyls Directly Bonded to Asymmetric Carbons
3. Torsional strain involving partial bonds. The stereochemistry of the lithium aluminium hydride reduction of some simple open-chain ketones
4. Fundamental Mechanistic Characteristics and Synthetic Applications of Allylations Promoted by Indium Metal in Aqueous Media
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