Synthetic studies on amphidinolides C and F: synthesis of the C18-C29 segment of amphidinolide F

被引:34
作者
Armstrong, Alan [1 ]
Pyrkotis, Constantina [1 ]
机构
[1] Univ London Imperial Coll Sci Technol & Med, Dept Chem, London SW7 2AZ, England
关键词
Natural products; Dihydroxylations; Iodine; Cyclisations; Wittig reactions; CATALYTIC SODIUM TETRAHYDROBORATE; DIMETHYL SULFIDE COMPLEX; ASYMMETRIC DIHYDROXYLATION; ABSOLUTE STEREOCHEMISTRY; BIOACTIVE MACROLIDES; FRAGMENT; TETRAHYDROFURANS; DESYMMETRIZATION; OLEFINATION; ANALOGS;
D O I
10.1016/j.tetlet.2009.02.093
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
The C18-C29 segment of amphidinolide F is synthesised in 12 steps from 1,4-butanediol. Key steps include a mono-Sharpless dihydroxylation of a dienoate, iodocyclisation to construct the trans-THF ring and an E-selective Wittig reaction to introduce the C25-C26 olefin. (C) 2009 Elsevier Ltd. All rights reserved.
引用
收藏
页码:3325 / 3328
页数:4
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