Synthesis of the C29-C37 segment of spongistatin 1

被引:21
作者
Dunkel, R [1 ]
Treu, J [1 ]
Hoffmann, HMR [1 ]
机构
[1] Leibniz Univ Hannover, Dept Organ Chem, D-30167 Hannover, Germany
关键词
D O I
10.1016/S0957-4166(99)00148-2
中图分类号
O61 [无机化学];
学科分类号
070301 ; 081704 ;
摘要
Starting from racemic 2 alpha-methyl-8-oxabicyclo[3.2.1]oct-6-en-3-one the spongistatin E segment has been prepared in nine steps (2.3 steps per stereogenic center) with umpolung of anomeric reactivity at C37. This 3,5-syn-diol sequence completes our methodology to all stereoisomers of 3,5,7-trihydroxy heptanoic ester building blocks functionalized for alpha-oxyanion chemistry. (C) 1999 Elsevier Science Ltd. All rights reserved.
引用
收藏
页码:1539 / 1549
页数:11
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