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Synfacts 2007(10): 1063-1063  
DOI: 10.1055/s-2007-969010
Metal-Catalyzed Asymmetric Synthesis and Stereoselective Reactions
© Georg Thieme Verlag Stuttgart · New York

Cyclopropanation with D 2-Symmetrical Chiral Porphyrin

Contributor(s): Hisashi Yamamoto, Matthew B. Boxer
Y. Chen, X. P. Zhang*
University of South Florida, Tampa and University of Tennessee, Knoxville, USA
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Publikationsverlauf

Publikationsdatum:
07. November 2007 (online)

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Significance

A cobalt porphyrin system was designed for efficient cyclopropanation. This protocol is attractive in that the alkene is the limiting reagent and large excess of substrate is not needed. The cobalt-porphyrin complex substantially outperforms the similar iron-porphyrin complex. A variety of styrene derivatives are successfully cyclopropanated with high diastereoselectivity and enantioselectivity.