Formal total synthesis of (+)-zaragozic acid C through an Ireland-Claisen rearrangement

被引：31
|
作者：
Bunte, Jens O. [1 ]
Cuzzupe, Anthony N. [1 ]
Daly, Alica M. [1 ]
Rizzacasa, Mark A. [1 ]
机构：
[1] Univ Melbourne, Sch Chem, Inst Bio21, Melbourne, Vic 3010, Australia
来源：
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION | 2006年 / 45卷 / 38期
关键词：
Ireland-Claisen rearrangement; lactones; natural products; total synthesis; zaragozic acid;
D O I：
10.1002/anie.200602507
中图分类号：
O6 [化学];
学科分类号：
0703 ;
摘要：
(Chemical Equation Presented) A simple rearrangement: A formal total synthesis of zaragozic acid C (1) was achieved by the synthesis of intermediate 2. The key step involves an Ireland-Claisen rearrangement of an allylic ester to generate a carbon-carbon bond and two asymmetric centers simultaneously. © 2006 Wiley-VCH Verlag GmbH & Co. KGaA.
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页码：6376 / 6380
页数：5
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