Guiding principles for site selective and stereoselective intermolecular C–H functionalization by donor/acceptor rhodium carbenes
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- 1 March 2011
- journal article
- review article
- Published by Royal Society of Chemistry (RSC) in Chemical Society Reviews
- Vol. 40 (4), 1857-1869
- https://doi.org/10.1039/c0cs00217h
Abstract
This tutorial review presents a description of the controlling elements of intermolecular C–H functionalization by means of C–H insertion by donor/acceptor rhodium carbenes. These rhodium carbenes, readily derived from the combination of diazo compounds with dirhodium(II) catalysts, are sufficiently reactive to undergo a wide range of C–H insertions. They are also capable of highly selective reactions, controlled by a combination of steric and electronic factors. An overview of the structural factors that influence site selectivity will be given, followed by a description of the exceptional diastereo- and enantioselectivity that can be achieved. Several examples will be shown of how this methodology can be applied to streamline the synthesis of natural products and pharmaceutical targets.This publication has 65 references indexed in Scilit:
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