Total Synthesis of Synechoxanthin through Iterative Cross-Coupling

被引：78

作者：

Fujii, Seiko ^{[1
]}

Chang, Stephanie Y. ^{[1
]}

Burke, Martin D. ^{[1
]}

机构：

[1] Univ Illinois, Dept Chem, Howard Hughes Med Inst, Urbana, IL 61801 USA

来源：

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION | 2011年 / 50卷 / 34期

关键词：

antioxidants; boronates; iterative cross-coupling; synechoxanthin; total synthesis; SMALL-MOLECULE SYNTHESIS; BORONIC ACIDS; NATURAL-PRODUCTS; STILLE REACTION; EFFICIENT; PALLADIUM; CYANOBACTERIUM; STRATEGY; CAROTENOIDS; BUTENOLIDES;

D O I：

10.1002/anie.201102688

中图分类号：

O6 [化学];

学科分类号：

070301 [无机化学];

摘要：

The choice is yours: The first total synthesis of the antioxidant carotenoid synechoxanthin was achieved through a novel iterative cross-coupling approach in which the polarity of the bifunctional building blocks is reversed to match the preferred polarity for C-C bond formation (see scheme). The convergent, stereocontrolled, and flexible nature of this synthesis enables systematic studies of the biological activities of this natural product. © 2011 Wiley-VCH Verlag GmbH & Co. KGaA, Weinheim.

引用

页码：7862 / 7864

页数：3

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