Synlett 2005(5): 0793-0796  
DOI: 10.1055/s-2005-863742
LETTER
© Georg Thieme Verlag Stuttgart · New York

Enantioselective Total Synthesis of Marine Natural Products Untenone A and Plakevulin A

Hirotake Mizutani, Masayuki Watanabe, Toshio Honda*
Faculty of Pharmaceutical Sciences, Hoshi University, Ebara 2-4-41, Shinagawa-ku, Tokyo 142-8501, Japan
Fax: +81(3)54985791; e-Mail: honda@hoshi.ac.jp;
Further Information

Publication History

Received 7 January 2005
Publication Date:
09 March 2005 (online)

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Abstract

An enantioselective total synthesis of untenone A and plakevulin A has been achieved. Construction of a cyclopentene ­derivative, the key intermediate in this synthesis, was carried out by using a ruthenium-catalyzed ring-closing metathesis reaction of a divinyl compound, prepared from octadecanal in several steps including the Sharpless asymmetric epoxidation to generate a chiral quaternary carbon center.