A dramatic reversal of facial selectivity in the sharpless asymmetric dihydroxylation of a sterically hindered 3-methylidene-benzofuran

被引:26
作者
Krysan, DJ
机构
[1] Hoechst Marion Roussel Res. Inst., Cincinnati, OH 45215
关键词
D O I
10.1016/0040-4039(96)00057-3
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
A dramatic reversal of pi-facial selectivity in the osmium-catalyzed asymmetric dihydroxylation (AD) of an exocyclic olefin is reported; wherein, switching from a phthalazine-linked ligand to a pyrimidine-linked ligand led to the opposite enantiomer using the same psuedoenantiomer of the cinchona alkaloid.
引用
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页码:1375 / 1376
页数:2
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