Total Synthesis of (±)-Haliclonacyclamine C

被引：45

作者：

Smith, Brian J. ^{[1
,2
]}

Sulikowski, Gary A. ^{[1
,2
]}

机构：

[1] Vanderbilt Univ, Dept Chem, Vanderbilt Inst Chem Biol, Nashville, TN 37235 USA

[2] Vanderbilt Univ, Dept Biochem, Vanderbilt Inst Chem Biol, Nashville, TN 37235 USA

来源：

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION | 2010年 / 49卷 / 09期

基金：

美国国家卫生研究院;

关键词：

alkaloids; macrocycles; natural products; ring-closing metathesis; total synthesis; RING-CLOSING METATHESIS; SPONGE HALICLONA SP; HALICYCLAMINE-A; ORGANIC-SYNTHESIS; MARINE SPONGES; ALKALOIDS; DERIVATIVES; ORIGIN; HALICLONACYCLAMINES; EPOXIDATION;

D O I：

10.1002/anie.200905732

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

"Chemical Equation Presented" (±)-Haliolonacyolamine C First In Its class: The synthesis of the tetracyclic alkylpiperidine marine alkaloid (±)-haliclonacyclamine C has been completed, with a longest linear sequence of 24 steps. The key transformations are the stereoselective hydrogenation of an unsaturated macrocyclic bis (piperidine) and a ring-closing alkyne metathesis reaction. © 2010 Wiley-VCH Verlag GmbH & Co. KGaA.

引用

页码：1599 / 1602

页数：4

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