Issue 9, 2016

Diastereodivergent combined carbometalation/zinc homologation/C–C fragmentation reaction as an efficient tool to prepare acyclic allylic quaternary carbon stereocenters

Abstract

A new strategy has been developed to construct enantiomerically enriched acyclic allylic quaternary carbon stereocenters in a single-pot operation through a combined carbometalation/zinc homologation/fragmentation sequence. Proper tuning of the reaction conditions enables the synthesis of the two enantiomers starting from a single enantiomer of the starting material.

Graphical abstract: Diastereodivergent combined carbometalation/zinc homologation/C–C fragmentation reaction as an efficient tool to prepare acyclic allylic quaternary carbon stereocenters

Supplementary files

Article information

Article type
Edge Article
Submitted
18 May 2016
Accepted
23 May 2016
First published
24 May 2016
This article is Open Access

All publication charges for this article have been paid for by the Royal Society of Chemistry
Creative Commons BY-NC license

Chem. Sci., 2016,7, 5989-5994

Author version available

Diastereodivergent combined carbometalation/zinc homologation/C–C fragmentation reaction as an efficient tool to prepare acyclic allylic quaternary carbon stereocenters

S. R. Roy, D. Didier, A. Kleiner and I. Marek, Chem. Sci., 2016, 7, 5989 DOI: 10.1039/C6SC02191C

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