In Situ Generation of Zinc Carbenoids from Diazo Compounds and Zinc Salts: Asymmetric Synthesis of 1,2,3-Substituted Cyclopropanes
- 13 October 2009
- journal article
- research article
- Published by American Chemical Society (ACS) in Journal of the American Chemical Society
- Vol. 131 (43), 15633-15635
- https://doi.org/10.1021/ja9074776
Abstract
The first enantioselective cyclopropanation of alkenes using zinc carbenoids generated in situ from diazo compounds and zinc salts is reported. This new method allows the highly enantio- and diastereoselective synthesis of 1,2,3-substituted cyclopropanes via aryl-substituted carbenoids. The first Simmons-Smith reaction using a catalytic amount of zinc to generate enantioenriched cyclopropane is also reported.Keywords
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