Enantiospecific and regioselective rhodium-catalyzed allylic alkylation: Diastereoselective approach to quaternary carbon stereogenic centers

被引:54
|
作者
Evans, PA [1 ]
Kennedy, LJ [1 ]
机构
[1] Univ Delaware, Dept Chem & Biochem, Brown Lab, Newark, DE 19716 USA
关键词
D O I
10.1021/ol005953g
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
[GRAPHICS] The enantiospecific and regioselective rhodium-catalyzed allylic alkylation of a series of chiral nonracemic allylic carbonates, followed by ozonolysis and reductive lactonization, provides a convenient route to optically active gamma-lactones, Sequential alkylation and reductive alkylation furnished the alpha-quaternary-beta-ternary substituted gamma-lactone derivative as a greater than or equal to 10:1 mixture of diastereoisomers.
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页码:2213 / 2215
页数:3
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