Deacylative oxidation strategy for the preparation of α-functionalized carbonyls

被引:18
作者
Brodsky, BH [1 ]
Du Bois, J [1 ]
机构
[1] Stanford Univ, Dept Chem, Stanford, CA 94305 USA
关键词
D O I
10.1021/ol040039z
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
alpha-Alkoxylation and amination of carbonyl derivatives is made possible through a unique deacylative coupling reaction that proceeds via in situ Rh-carbene formation and subsequent heteroatom-H (X-H) insertion. Reactions perform optimally with five- and six-membered ring lactone and lactam derivatives using both alcohol and carbamate substrates as coupling partners. Substituted ethylbenzoyl acetate starting materials have also proven to be effective for this oxidative process, affording alpha-functionalized esters under particularly mild and operationally facile conditions.
引用
收藏
页码:2619 / 2621
页数:3
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