Synthesis of the C1-C13 Tetraenoate Subunit of the Chivosazoles

被引：32

作者：

Paterson, Ian ^{[1
]}

Kan, S. B. Jennifer ^{[1
]}

Gibson, Lisa J. ^{[1
]}

机构：

[1] Univ Chem Lab, Cambridge CB2 1EW, England

来源：

ORGANIC LETTERS | 2010年 / 12卷 / 16期

基金：

英国工程与自然科学研究理事会;

关键词：

CROSS-COUPLING REACTIONS; SORANGIUM-CELLULOSUM; STEREOSELECTIVE HYDROGENOLYSIS; GLIDING BACTERIA; MYXOBACTERIA; 1,1-DIBROMO-1-ALKENES; CONFIGURATION; ANTIBIOTICS; PALMEROLIDE; MACROLIDES;

D O I：

10.1021/ol101630p

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Using a combination of asymmetric vinylogous Mukaiyama aldol and Stifle cross-coupling reactions, an advanced polyene fragment of the chivosazoles was prepared in a highly stereocontrolled manner. This key C1-C13 pentaene subunit, featuring the conjugated (2E,4Z,6E,8Z)-tetraenoate motif and anti-configured C10 and C11 stereocenters of the chivosazoles, terminates in a (Z)-vinyl bromide for the planned cross-coupling to a northern hemisphere fragment.

引用

页码：3724 / 3727

页数：4

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