Highly stereoselective addition of organometallic reagents to N-tert-butanesulfinyl imines derived from 3-and 4-substituted cyclohexanones

被引:42
作者
McMahon, JP [1 ]
Ellman, JA [1 ]
机构
[1] Univ Calif Berkeley, Dept Chem, Ctr New Direct Organ Synth, Berkeley, CA 94720 USA
关键词
D O I
10.1021/ol0495220
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Addition of alkyl or aryl Grignard reagents to N-sulfinyl imines derived from 3- and 4-substituted cyclohexanones proceeds with good yields and with excellent diasteroselectivity. The selectivity of the reaction is controlled by the ring substituent rather than the sulfinyl group stereochemistry, and therefore racemic tert-butanesulfinamide can be employed.
引用
收藏
页码:1645 / 1647
页数:3
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