Desymmetrization by ring-closing metathesis leading to 6,8-dioxabicyclo[3.2.1]octanes:: A new route for the synthesis of (+)-exo- and endo-brevicomin

被引:35
作者
Burke, SD [1 ]
Müller, N [1 ]
Beaudry, CM [1 ]
机构
[1] Univ Wisconsin, Dept Chem, Madison, WI 53706 USA
关键词
D O I
10.1021/ol9910971
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
[GRAPHICS] The 6,8-dioxabicyclo[3.2.1]octane skeleton is a common structural subunit in natural products. A conceptionally new strategy affording these structures is described for the syntheses of (+)-exo-brevicomin and rac-endo- and enantiomerically enriched (+) endo-brevicomin, employing desymmetrization of trienes derived from diols with C-2 and meso symmetry via ring closing metathesis.
引用
收藏
页码:1827 / 1829
页数:3
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