Synthesis of (-)-dysiherbaine

被引:70
|
作者
Snider, BB [1 ]
Hawryluk, NA [1 ]
机构
[1] Brandeis Univ, Dept Chem MS015, Waltham, MA 02454 USA
关键词
D O I
10.1021/ol991393d
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
[GRAPHICS] The first synthesis of (-)-dysiherbaine has been accomplished using intramolecular S(N)2 substitutions of a carbamate anion on an epoxide and an alkoxide on a secondary mesylate to efficiently construct the bicyclic skeleton stereospecifically from xylose, A general sequence has been developed to introduce an allyl group and convert it to the alanine side chain that should be useful for the construction of dysiherbaine analogues.
引用
收藏
页码:635 / 638
页数:4
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