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Synfacts 2011(10): 1084-1084  
DOI: 10.1055/s-0030-1261112
Metal-Catalyzed Asymmetric Synthesis and Stereoselective Reactions
© Georg Thieme Verlag Stuttgart ˙ New York

Asymmetric Dirhodium-Catalyzed Cyclopropenation of Terminal Alkynes

Contributor(s): Mark Lautens, Hasnain A. Malik
T. Goto, K. Takeda, N. Shimada, H. Nambu, M. Anada, M. Shiro, K. Ando, S. Hashimoto*
Hokkaido University, Sapporo, Kyorin Pharmaceutical Co. Ltd., Nogi, Gifu University, and Rigaku Corporation, Akishima, Japan
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Publication History

Publication Date:
20 September 2011 (online)

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Significance

Cyclopropenes are a highly versatile and sought-after synthon in both non-catalytic and transition-metal-catalyzed transformations. To this end, there has been a concerted effort by the synthetic community to access chiral cyclopropenes by direct and efficient means from readily available achiral starting materials. The authors report an asymmetric dirhodium-catalyzed transformation for the synthesis of chiral cyclopropenes from terminal alkynes and α-alkyl-α-diazoesters.