通过[2,3]-维蒂希-斯蒂尔重排立体选择性合成5-氨基甲酰基聚肟酸
Stereoselective Synthesis of 5--Carbamoylpolyoxamic Acid by [2,3]-Wittig-Still Rearrangement.
作者信息
Ghosh Arun K, Wang Yong
机构信息
Department of Chemistry, University of Illinois at Chicago, 845 West Taylor Street, Chicago, Illinois 60607.
出版信息
Tetrahedron. 1999 Nov 19;55(47):13369-13376. doi: 10.1016/S0040-4020(99)00838-8. Epub 2000 Feb 23.
Abstract
Stereoselective [2,3]-Wittig rearrangement of - and -allylic stannyl ethers derived from an isopropylidene L-threitol derivative has been investigated. The -isomer exhibited best diastereoselectivity and the resulting rearrangement product has been converted to protected polyoxamic acid, an amino acid component of many bioactive polyoxins.
摘要
对源自异亚丙基-L-苏糖醇衍生物的α-和β-烯丙基锡醚的立体选择性[2,3]-维蒂希重排反应进行了研究。α-异构体表现出最佳的非对映选择性，所得重排产物已被转化为受保护的聚氧肟酸，聚氧肟酸是许多生物活性多氧霉素的一种氨基酸成分。
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