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
收藏
页码：1599 / 1602
页数：4
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