Stereoselective synthesis of all stereoisomeric 2-amino-3-hydroxy-4-phenylbutanolides

被引:14
作者
Gair, S
Jackson, RFW
Brown, PA
机构
[1] UNIV NEWCASTLE UPON TYNE,DEPT CHEM,NEWCASTLE TYNE NE1 7RU,TYNE & WEAR,ENGLAND
[2] ROCHE PROD LTD,RES CTR,WELWYN GARDEN CIT AL7 3AY,HERTS,ENGLAND
基金
英国工程与自然科学研究理事会;
关键词
D O I
10.1016/S0040-4039(97)00544-3
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Diastereoselective methylation of the ketone 5a leads to the anti-derivative 4a; the other diastereoisomer 4b may be obtained by a deprotonation/reprotonation sequence. Each of the methylated products may be reduced stereoselectively in either sense by appropriate choice of reagent, providing a route to all stereoisomers of the title 2-amino-3-hydroxy-4-phenylbutanolides 10a-d. (C) 1997 Elsevier Science Ltd.
引用
收藏
页码:3059 / 3062
页数:4
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