DIACETONEGLUCOSE AS AUXILIARY GROUP FOR THE ASYMMETRIC HETERO-DIELS-ALDER REACTION WITH NITROSOALKENES

被引:53
作者
ARNOLD, T [1 ]
ORSCHEL, B [1 ]
REISSIG, HU [1 ]
机构
[1] TH DARMSTADT,INST ORGAN CHEM,PETERSENSTR 22,W-6100 DARMSTADT,GERMANY
来源
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION IN ENGLISH | 1992年 / 31卷 / 08期
关键词
D O I
10.1002/anie.199210331
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
Even without complexation effects, sugar auxiliaries can be employed to achieve high asymmetric induction. This is borne out by the highly diastereoselective transformations providing preparatively useful dihydrooxazines 1. The compound 1, R = Ph, was converted into the primary amine 2 (ee > 80%). DAG = diacetoneglucose.
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页码:1033 / 1035
页数:3
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