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Communication | Regular issue | Vol 31, No. 9, 1990, pp.1597-1600
Published online, 1st January, 1970
DOI: 10.3987/COM-90-5514
Highly Diastereoselective Synthesis of N-Boc Dolaisoleuine, Unusual Amino Acid in Dolastatin 10

Shinzo Kano, Yoko Yuasa, and Shiroshi Shibuya*

*Tokyo College of Pharmacy, 1432-1 Horinouchi, Hachioji, Tokyo 192-03, Japan

Abstract

Photolysis of 5-phenylthiooxazolidin-2-one (4) in the presence of (n-Bu3Sn)2 and n-Bu3SnCH2CH=CH2 afforded 5-allyl derivative (5) which was led to N-Boc dolaisoleune (11), one component of dolastatine 10 (2), via 6-10.