Total synthesis of (+)-lactacystin

被引：158

作者：

Nagamitsu, T

Sunazuka, T

Tanaka, H

Omura, S

Sprengeler, PA

Smith, AB

机构：

[1] UNIV PENN,DEPT CHEM,MONELL CHEM SENSES CTR,PHILADELPHIA,PA 19104

[2] UNIV PENN,DEPT CHEM,RES STRUCT MATTER LAB,PHILADELPHIA,PA 19104

[3] KITASATO INST,BIOL FUNCT RES CTR,MINATO KU,TOKYO 108,JAPAN

[4] KITASATO UNIV,SCH PHARMACEUT SCI,MINATO KU,TOKYO 108,JAPAN

来源：

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY | 1996年 / 118卷 / 15期

关键词：

D O I：

10.1021/ja9541544

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

A total synthesis of the novel neurotrophic agent (+)-lactacystin (1) has been achieved in 11 steps and 14% overall yield from (2R,3S)-3-hydroxyleucine [(+)-16]. The construction and bioassay of several active analogs are also described. A new asymmetric approach furnished the four stereoisomers of 3-hydroxyleucine, as required starting materials in high overall yield and enantiomeric purity.

引用

页码：3584 / 3590

页数：7

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