An efficient and enantioselective total synthesis of naturally occurring L-783277

被引：15

作者：

Choi, Hwan Geun ^{[1
]}

Son, Jung Beom ^{[1
]}

Park, Dong-Sik ^{[1
]}

Ham, Young Jin ^{[1
]}

Hah, Jung-Mi ^{[1
]}

Sim, Taebo ^{[1
]}

机构：

[1] Korea Inst Sci & Technol, Life Hlth Div, Seoul 130650, South Korea

来源：

TETRAHEDRON LETTERS | 2010年 / 51卷 / 38期

关键词：

RESORCYLIC ACID LACTONES; KINASE INHIBITORS; CHIRAL SYNTHESIS; HYPOTHEMYCIN; LL-Z1640-2; MACROLIDES; PRODUCTS; POTENT; FUNGUS;

D O I：

10.1016/j.tetlet.2010.07.122

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Naturally occurring L-783277 which belongs to 14-membered resorcylic acid lactones (RALs) turned out to be a potent kinase inhibitor against MEK (MAP kinase kinase). We successfully accomplished efficient and enantioselective total synthesis of L-783277 based on convergent assembly of one aromatic unit and two chiral building blocks with efficient orthogonal protection-deprotection strategy. Three key steps composed of olefin cross metathesis, addition of acetylene derivative to aldehyde, and Yamaguchi macrolactonization were subsequently employed to construct the framework of L-783277. The optical rotation value of L-783277 is for the first time presented in this Letter. (C) 2010 Elsevier Ltd. All rights reserved.

引用

页码：4942 / 4946

页数：5

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