A MECHANISTICALLY DESIGNED MONO-CINCHONA ALKALOID IS AN EXCELLENT CATALYST FOR THE ENANTIOSELECTIVE DIHYDROXYLATION OF OLEFINS

被引：43
|
作者：
COREY, EJ
NOE, MC
GROGAN, MJ
机构：
[1] Department of Chemistry, Harvard University, Cambridge
来源：
TETRAHEDRON LETTERS | 1994年 / 35卷 / 35期
关键词：
D O I：
10.1016/S0040-4039(00)78237-2
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
On the basis of ideas recently advanced regarding the origin of enantioselectivity in the OsO4-promoted dihydroxylation of olefins catalyzed by bis-cinchona alkaloid derivatives such as 1, specifically strong evidence for reaction via transition stale assembly 2, the mono-quinidine derivative 3 was selected as a promising catalytic ligand. The experimental observation of high enantioselectivity promoted by 3 provides additional evidence in favor of transition-state 2.
引用
收藏
页码：6427 / 6430
页数：4
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