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Synlett 1997; 1997(3): 301-303
DOI: 10.1055/s-1997-783
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The Asymmetric Synthesis of Sphingofungin F and the Determination of Its Stereochemistry

Shũ Kobayashi* , Masae Matsumura, Takayuki Furuta, Takaomi Hayashi, Shunsuke Iwamoto
  • *Department of Applied Chemistry, Faculty of Science, Science University of Tokyo (SUT), Kagurazaka, Shinjuku-ku, Tokyo 162, Japan, Fax 3-3260-4726
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Publication Date:
31 December 2000 (online)

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The asymmetric synthesis of sphingofungin F has been achieved and its stereochemistry has been determined. Its structure, including the absolute configuration of the chiral centers, was found to be similar to that of sphingofungin B or myriocin. The synthesis is based on the catalytic asymmetric aldol reaction, and efficient enantioselective synthesis using a small amount of a chiral source as well as the effectiveness of our synthetic strategy for the sphingofungin family has been successfully demonstrated.

sphingofungin - catalytic asymmetric synthesis - asymmetric aldol reaction - sphingolipid

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