Enantioselective synthesis of oasomycin A, part III: Fragment assembly and confirmation of structure

被引：16

作者：

Evans, David A. ^{[1
]}

Nagorny, Pavel ^{[1
]}

McRae, Kenneth J. ^{[1
]}

Sonntag, Louis-Sebastian ^{[1
]}

Reynolds, Dominic J. ^{[1
]}

Vounatsos, Filisaty ^{[1
]}

机构：

[1] Harvard Univ, Dept Chem & Biol Chem, Cambridge, MA 02138 USA

来源：

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION | 2007年 / 46卷 / 04期

关键词：

aldol reaction; Kocienski-Julia olefination; macrolactonization; natural products; total synthesis;

D O I：

10.1002/anie.200603652

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

(Chemical Equation Presented) Putting the pieces together: The total synthesis of the natural macrolide oasomycin A has been realized. Key fragment couplings include an anti-Felkin selective aldol addition (green), Kociensky-Julia olefinations (red), and competitive Weinreb amide acylation reaction (blue). The utility of the 4,5-diphenyloxazole as a carboxy surrogate and the late-stage macrolactonization affording the 42-membered macrocycle of oasomycin A are also described. © 2007 Wiley-VCH Verlag GmbH & Co. KGaA.

引用

页码：545 / 548

页数：4

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