NOVEL CONCEPTS IN DIRECTED BIARYL SYNTHESIS .12. 1ST ATROPO-ENANTIOSELECTIVE RING-OPENING OF ACHIRAL BIARYLS CONTAINING LACTONE BRIDGES WITH CHIRAL HYDRIDE-TRANSFER REAGENTS DERIVED FROM BORANE

被引:96
作者
BRINGMANN, G
HARTUNG, T
机构
[1] Institut Für Organische Chemie, Universität Würzburg, D-W-8700, Am Hubland
来源
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION IN ENGLISH | 1992年 / 31卷 / 06期
关键词
D O I
10.1002/anie.199207611
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
An impressive example of the directed "twisting" of bridged, configuratively labile biaryls with chiral H-nucleophiles is seen in the atropo-enantioselective, ring-open reduction of lactone 1 to alcohol 2 with borane . THF in the presence of the chiral oxazaborolidine 3. After one recrystallization 2 is enantiomerically pure.
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页码:761 / 762
页数:2
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