Stereoselective total synthesis of (+)-lactacystin from D-glucose

被引：63

作者：

Chida, N

Takeoka, J

Ando, K

Tsutsumi, N

Ogawa, S

机构：

来源：

TETRAHEDRON | 1997年 / 53卷 / 48期

关键词：

D O I：

10.1016/S0040-4020(97)01015-6

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

The chiral and stereoselective synthesis of (+)-lactacystin 1, the first non-protein neurotrophic factor having an alpha,alpha-disubstituted alpha-amino acid structure, is described. The highly functionalized gamma-lactam portion possessing a tetra-substituted carbon with nitrogen in 1 was effectively constructed from D-glucose using allylic trichloroacetimidate rearrangement (Overman rearrangement) as the key reaction. (C) 1997 Elsevier Science Ltd.

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页码：16287 / 16298

页数：12

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