Enantio- and diastereoselective synthesis of all four possible stereoisomers of 2-(phenylhydroxymethyl)quinuclidine.

被引:27
作者
Lygo, B
Crosby, J
Lowdon, TR
Wainwright, PG
机构
[1] ZENECA PHARMACEUT,MACCLESFIELD SK10 2NA,CHESHIRE,ENGLAND
[2] HICKSON & WELCH LTD,CASTLEFORD WF10 2JT,W YORKSHIRE,ENGLAND
关键词
D O I
10.1016/S0040-4039(97)00310-9
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
An enantio- and diastereoselective synthesis of all four possible stereoisomers of 2-(phenylhydroxymethyl)quinuclidine is reported. Key steps involve the use of the Sharpless dihydroxylation protocol to induce asymmetry, and stereodivergent cyclisations of the resulting diol to form the quinuclidine ring. (C) 1997 Elsevier Science Ltd.
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页码:2343 / 2346
页数:4
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