PREPARATION OF ENANTIOMERICALLY ENRICHED BROMOHYDRINS BY REACTION OF SULFOXIMINOOXIRANES WITH MGBR2 IN THE PRESENCE OF TETRA-BUTYLAMMONIUM BOROHYDRIDE

被引:5
作者
BAILEY, PL
BRIGGS, AD
JACKSON, RFW
PIETRUSZKA, J
机构
[1] UNIV NEWCASTLE UPON TYNE,DEPT CHEM,BEDSON BLDG,NEWCASTLE TYNE NE1 7RU,TYNE & WEAR,ENGLAND
[2] UNIV HAMBURG,INST ORGAN CHEM,W-2000 HAMBURG 13,GERMANY
关键词
D O I
10.1016/0040-4039(93)88118-3
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Treatment of enantiomerically pure N-tosylsulfoximinooxiranes 6 with MgBr2 in the presence of tetra-butylammonium borohydride gives enantiomerically enriched bromohydrins 3, together with small amounts of the simple primary alcohols. The bromohydrins are isolated in good yields with enantiomeric excess in the range 70% to 91% (as assessed by enantioselective g.l.c.).
引用
收藏
页码:6611 / 6614
页数:4
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