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Synfacts 2006(8): 0812-0812
DOI: 10.1055/s-2006-941949
DOI: 10.1055/s-2006-941949
Metal-Catalyzed Asymmetric Synthesis and Stereoselective Reactions
© Georg Thieme Verlag Stuttgart · New York
Diastereoselective Synthesis of Methylenecyclopropanes
Z. Yang, X. Xie, J. M. Fox*
University of Delaware, Newark, USA
Further Information
Publication History
Publication Date:
21 July 2006 (online)
Significance
The enhanced reactivity (strain energy: 40 kcal×mol-1) of methylenecyclopropanes towards various reaction conditions makes them valuable building blocks for the preparation of complex molecules. However, methods for their enantioselective preparation remain limited. In the present paper the synthesis of diastereomerically pure methylenecyclopropanes in good to excellent yields is described, starting from enantioenriched cyclopropenes (for the preparation of chiral cyclopropenes, see: H. M. L. Davies, G. H. Lee Org. Lett. 2004, 6, 1233-1236).