Total Synthesis of (+)-Lactacystin

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• 作者：Tohru Nagamitsu ; Toshiaki Sunazuka ; Haruo Tanaka ; Satoshi //pubs.acs.org/images/entities/Omacr.gif" border="0">mura ; Paul A. Sprengeler ; and Amos B. Smith ; III
• 刊名：Journal of the American Chemical Society
• 出版年：1996
• 出版时间：April 17, 1996
• 年：1996
• 卷：118
• 期：15
• 页码：3584 - 3590
• 全文大小：433K
• 年卷期：v.118,no.15(April 17, 1996)
• ISSN：1520-5126

文摘

A total synthesis of the novel neurotrophic agent(+)-lactacystin (1) has been achieved in 11 stepsand14% overall yield from (2R,3S)-3-hydroxyleucine[(+)-16]. The construction and bioassay of severalactive analogsare also described. A new asymmetric approach furnished the fourstereoisomers of 3-hydroxyleucine, as requiredstarting materials in high overall yield and enantiomericpurity.