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Chiral silver amide-catalyzed enantioselective [3 + 2] cycloaddition of alpha-aminophosphonates with olefins. | LitMetric
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Chiral silver amide-catalyzed enantioselective [3 + 2] cycloaddition of alpha-aminophosphonates with olefins.

Yasuhiro Yamashita Xun-Xiang Guo Ryuta Takashita Shū Kobayashi

J Am Chem Soc

Department of Chemistry, School of Science, The University of Tokyo, and the HFRE Division, ERATO, Japan Science Technology Agency, Hongo, Bunkyo-ku, Tokyo 113-0033, Japan.

Published: March 2010

The first catalytic asymmetric [3 + 2] cycloadditions of Schiff bases of alpha-aminophosphonates with olefins have been developed. Chiral silver amide complexes bearing (R)-DTBM-SEGPHOS worked well as catalysts for the first time, and proline phosphonic analogues were obtained in high yields with excellent exo- and enantioselectivities.

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http://dx.doi.org/10.1021/ja100101nDOI Listing

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