A cycloaddition-rearrangement approach to the squalestatins

被引：36

作者：

Hodgson, DM

Bailey, JM

Harrison, T

机构：

[1] UNIV READING,DEPT CHEM,READING RG6 2AD,BERKS,ENGLAND

[2] MERCK SHARP & DOHME RES LABS,NEUROSCI RES CTR,HARLOW CM20 2QR,ESSEX,ENGLAND

来源：

TETRAHEDRON LETTERS | 1996年 / 37卷 / 26期

基金：

英国工程与自然科学研究理事会;

关键词：

D O I：

10.1016/0040-4039(96)00893-3

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Reaction of diazodiketoester 4 with methyl glyoxylate in toluene in the presence of catalytic rhodium(II) acetate generates the 6,8-dioxabicyclo[3.2.1]octane 5 as a single regio- and stereo-isomer in good yield. Elaboration provides a suitable alcohol 7 for acid-catalysed rearrangement to give the 2,8-dioxabicyclo[3.2.1]octane skeleton 8 of the squalestatins. Copyright (C) 1996 Elsevier Science Ltd

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页码：4623 / 4626

页数：4

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