The first total synthesis of (-)-tamandarin A

被引：29

作者：

Liang, B ^{[1
]}

Portonovo, P ^{[1
]}

Vera, MD ^{[1
]}

Xiao, D ^{[1
]}

Joullié, MM ^{[1
]}

机构：

[1] Univ Penn, Dept Chem, Philadelphia, PA 19104 USA

来源：

ORGANIC LETTERS | 1999年 / 1卷 / 08期

关键词：

D O I：

10.1021/ol9910058

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

[GRAPHICS] Tamandarin A (1), a newly isolated natural product similar in structure to didemnin a (2), was shown to be somewhat more active in vitro than 2 against pancreatic carcinoma with an ED50 value 1.5 to 2 ng/mL. We report here the first total synthesis of 1. The key steps include a practical stereoselective synthesis of the Hiv-isostatine unit, high-yielding linear precursor formation, a successful macrocyclization, and coupling of the macrocycle with the side chain to afford tamandarin A (1).

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页码：1319 / 1322

页数：4

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