Enantioselective allylic alkylation of stereodefined polysubstituted copper enolates as an entry to acyclic quaternary carbon stereocentres
Author:
Affiliation:
1. The Mallat Family Laboratory of Organic Chemistry
2. Schulich Faculty of Chemistry and Lise Meitner-Minerva Center for Computational Quantum Chemistry
3. Technion-Israel Institute of Technology
4. Technion City
5. Haifa 32000
Abstract
A sequence of regio- and stereoselective carbometalation followed by oxidation of ynamides leads to stereodefined fully substituted enolates that subsequently react with various functionalized allyl bromide reagents to provide the enantiomerically pure quaternary carbon stereocentre in the α-position to the carbonyl group.
Funder
European Research Council
Israel Science Foundation
Publisher
Royal Society of Chemistry (RSC)
Subject
General Chemistry
Link
http://pubs.rsc.org/en/content/articlepdf/2017/SC/C6SC03036J
Reference71 articles.
1. Synthetic Strategies toward Natural Products Containing Contiguous Stereogenic Quaternary Carbon Atoms
2. Catalytic enantioselective synthesis of quaternary carbon stereocentres
3. The Construction of All-Carbon Quaternary Stereocenters by Use of Pd-Catalyzed Asymmetric Allylic Alkylation Reactions in Total Synthesis
4. Metal-catalyzed asymmetric conjugate addition reaction: formation of quaternary stereocenters
5. Organocatalytic Formation of Quaternary Stereocenters
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