Further developments in the synthesis of lamellarin alkaloids via direct metal-halogen exchange

被引：49

作者：

Ploypradith, P

Jianglueng, W

Pavaro, C

Ruchirawat, S

机构：

[1] Chulabhorn Res Inst, Bangkok 10210, Thailand

[2] Mahidol Univ, Dept Pharmaceut Chem, Bangkok 10400, Thailand

[3] Mahidol Univ, Dept Chem, Bangkok 10400, Thailand

[4] Mahidol Univ, Inst Sci & Technol Res & Dev, Programme Res & Dev Synthet Drugs, Bangkok 10700, Thailand

来源：

TETRAHEDRON LETTERS | 2003年 / 44卷 / 07期

关键词：

lamellarin alkaloid; metal-halogen exchange; DreM; natural products; pyrrole;

D O I：

10.1016/S0040-4039(02)02887-3

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Direct metal-halogen exchange of 2-bromopyrrole carbonate derivatives with tert-butyllithium followed by the intramolecular lactonization of the resulting 2-pyrrole anion onto the carbonate provided the corresponding lamellarins in moderate to good yield. The lamellarin framework could be obtained from the direct metal-halogen exchange strategy in a 26-33% overall yield over 5-6 steps. (C) 2003 Elsevier Science Ltd. All rights reserved.

引用

页码：1363 / 1366

页数：4

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