A concise, biomimetic total synthesis of stephacidin A and notoamide B

被引:96
作者
Greshock, Thomas J.
Grubbs, Alan W.
Tsukamoto, Sachiko
Williams, Robert M. [1 ]
机构
[1] Colorado State Univ, Dept Chem, Ft Collins, CO 80523 USA
[2] Univ Colorado, Ctr Canc, Aurora, CO 80045 USA
[3] Kanazawa Univ, Grad Sch Nat Sci & Technol, Kanazawa, Ishikawa 9201192, Japan
关键词
biomimetic synthesis; Diels-Alder reaction; indoles; metabolites; natural products;
D O I
10.1002/anie.200604378
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
(Chemical Equation Presented) Copying nature: A biomimetic total synthesis of stephacidin A has been accomplished using an intramolecular Diels-Alder reaction. Stephacidin A was then converted into notoamide B in a single step by oxaziridine-mediated oxidation to provide the first biomimetic total synthesis of notoamide B (see scheme). © 2007 Wiley-VCH Verlag GmbH & Co. KGaA.
引用
收藏
页码:2262 / 2265
页数:4
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