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.
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页码：3975 / 3979
页数：5
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