Diastereoselective alkylations of oxazolidinone glycolates: A useful extension of the Evans asymmetric alkylation

被引:102
作者
Crimmins, MT [1 ]
Emmitte, KA [1 ]
Katz, JD [1 ]
机构
[1] Univ N Carolina, Venable & Kenan Labs Chem, Chapel Hill, NC 27599 USA
关键词
D O I
10.1021/ol006091m
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
[GRAPHICS] The diastereoselective alkylation of glycolate oxazolidinones has been demonstrated as a method for the enantioselective preparation of alpha-alkoxy carboxylic acid derivatives and selectively protected 1,2-diols, Various protecting groups on the glycolate hydroxyl and multiple substitution patterns on allylic iodides are tolerated in the alkylation, Yields for the alkylations are typically 70-85% with diastereoselectivities of >98:2.
引用
收藏
页码:2165 / 2167
页数:3
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