THE ACTION OF DIETHYLAMINOSULFUR TRIFLUORIDE (DAST) ON TRANS-4-AMIDO-3-CHROMANOLS - PREPARATION OF CIS-AMIDOALCOHOLS VIA OXAZOLINES

被引:72
作者
BURRELL, G [1 ]
EVANS, JM [1 ]
JONES, GE [1 ]
STEMP, G [1 ]
机构
[1] SMITHKLINE BEECHAM PHARMACEUT,MED RES CTR,THE PINNACLES,HARLOW CM19 5AD,ESSEX,ENGLAND
关键词
D O I
10.1016/S0040-4039(00)94467-8
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Treatment of a variety of trans-4-amido-3-chromanols (3) with DAST gives oxazolines (4) which can be hydrolysed to give the corresponding cis-amido-alcohols (5). Similar treatment of the trans-4-ureido-3-chromanol (8) gave the unexpected 4-fluoro-3-ureidochromanol (9) as the major product. © 1990.
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页码:3649 / 3652
页数:4
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