A Lewis Acid Promoted Oxidative Cyclization

被引:22
|
作者
Donohoe, Timothy J. [1 ]
Winship, Paul C. M.
Walter, Daryl S.
机构
[1] Univ Oxford, Dept Chem, Chem Res Lab, Oxford OX1 3TA, England
来源
JOURNAL OF ORGANIC CHEMISTRY | 2009年 / 74卷 / 16期
关键词
OSMIUM;
D O I
10.1021/jo901243y
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Replacing trifluoroacetic acid with it catalytic amount of Lewis acid in the osmium mediated oxidative cyclization results in higher yielding reactions that can proceed nearly an order of magnitude faster. The osmium loading can also be reduced to as little its 0.2 mol %. Furthermore, these mildly acidic conditions are capable of tolerating a wide range of acid sensitive protecting groups that are incompatible with previous cyclization conditions.
引用
收藏
页码:6394 / 6397
页数:4
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