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J Org Chem. 2004 Jan 23;69(2):327-34.

A novel class of tunable zinc reagents (RXZnCH2Y) for efficient cyclopropanation of olefins.

Author information

1
Department of Chemistry, Colorado State University, Fort Collins, Colorado 80523, USA.

Abstract

A class of zinc reagents (RXZnCH(2)Y) generated with an appropriate organozinc is very effective for the cyclopropanation of olefins. The reactivity and selectivity of these reagents can be regulated by tuning the electronic and steric nature of the RX group on Zn. A reasonable level of enantioselectivity was obtained for the cyclopropanation of unfunctionalized olefins when a chiral (iodomethyl)zinc species was used, providing a valuable approach for the asymmetric cyclopropanation of unfunctionalized olefins.

PMID:
14725443
DOI:
10.1021/jo030312v

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