Synthesis of C16-C27-fragments of bryostatins modified by 20,20-difluorination

被引：7

作者：

Mears, Paul R. ^{[1
]}

Thomas, Eric J. ^{[1
]}

机构：

[1] Univ Manchester, Sch Chem, Manchester M13 9PL, Lancs, England

来源：

TETRAHEDRON LETTERS | 2015年 / 56卷 / 26期

基金：

英国工程与自然科学研究理事会;

关键词：

Bryostatins; Difluorination; PKC activation; Total synthesis; Anticancer activity; KINASE-C AFFINITY; BIOLOGICAL-ACTIVITIES; ASYMMETRIC-SYNTHESIS; B-RING; ANALOGS; INHIBITORS; DESIGN; ESTER; CONSTRUCTION; DERIVATIVES;

D O I：

10.1016/j.tetlet.2015.05.007

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

2-Hydroxytetrahydropyrans corresponding to the C16-C27 fragment of bryostatins which have been difluorinated at C20 (bryostatin numbering) have been synthesised. The fluorine substituents were introduced by difluoroallylation. An (E)-selective Wittig reaction using a stabilised ylide provided the required methoxycarbonylmethylene substituent with excellent stereoselectivity. (C) 2015 Elsevier Ltd. All rights reserved.

引用

页码：3975 / 3979

页数：5

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