Enantioselective total synthesis of vicenistatin, a novel 20-membered macrocyclic lactam antitumor antibiotic

被引：26

作者：

Matsushima, Y

Itoh, H

Nakayama, T

Horiuchi, S

Eguchi, T

Kakinuma, K ^{[1
]}

机构：

[1] Tokyo Inst Technol, Dept Chem, Meguro Ku, Tokyo 1528551, Japan

[2] Tokyo Inst Technol, Dept Chem & Mat Sci, Meguro Ku, Tokyo 1528551, Japan

来源：

JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1 | 2002年 / 07期

关键词：

D O I：

10.1039/b111146a

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Enantioselective total synthesis of an antitumor antibiotic, vicenistatin, featuring a 20-membered macrocyclic lactam glycoside with the amino sugar vicenisamine, has been achieved. Key reactions in the synthesis of macrolactam aglycone involved Suzuki cross-coupling and Evans asymmetric aldol reaction. Penultimate glycosidation of the O-TMS-aglycone with appropriately protected 1-O-acetyl amino sugar and final deprotection allowed accomplishment of the total synthesis.

引用

页码：949 / 958

页数：10

共 39 条

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