Concise synthesis of the C-1-C-12 fragment of amphidinolides T1-T5

被引：15

作者：

Clark, J. Stephen ^{[1
]}

Labre, Flavien ^{[1
]}

Thomas, Lynne H. ^{[1
]}

机构：

[1] Univ Glasgow, Sch Chem, WestCHEM, Glasgow G12 8QQ, Lanark, Scotland

来源：

ORGANIC & BIOMOLECULAR CHEMISTRY | 2011年 / 9卷 / 13期

关键词：

DINOFLAGELLATE AMPHIDINIUM SP; CONVERGENT TOTAL-SYNTHESIS; STEREOSELECTIVE-SYNTHESIS; ENANTIOSELECTIVE SYNTHESIS; 19-MEMBERED MACROLIDE; OLEFIN METATHESIS; OXONIUM YLIDES; T1; REARRANGEMENT; T4;

D O I：

10.1039/c1ob05130j

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

The C-1-C-12 segment of the amphidinolides T1-T5 has been synthesised in an efficient manner. The key transformations are highly diastereoselective rearrangement of an oxonium ylide, or metal-bound ylide equivalent, produced by intramolecular reaction of a copper carbenoid with an allylic ether, and macrocyclic fragment coupling by one-pot ring-closing metathesis and hydrogenation.

引用

页码：4823 / 4830

页数：8

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