CONVENIENT PROCEDURE FOR THE REDUCTION OF BETA-ENAMINO KETONES - SYNTHESIS OF GAMMA-AMINO ALCOHOLS AND TETRAHYDRO-1,3-OXAZINES

被引:56
作者
BARTOLI, G [1 ]
CIMARELLI, C [1 ]
PALMIERI, G [1 ]
机构
[1] UNIV CAMERINO,DIPARTIMENTO SCI CHIM,I-62032 CAMERINO,ITALY
来源
JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1 | 1994年 / 05期
关键词
D O I
10.1039/p19940000537
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
gamma-Amino alcohols 3 can be easily synthesized in very good yields by reduction of enaminones 1 with Na in (PrOH)-O-i-tetrahydrofuran. The reaction is fast, easy to perform, inexpensive and the easily accessible starting materials provide a convenient entry to gamma-amino alcohols. The relative configuration assignment of the diastereoisomeric gamma-amino alcohols obtained has been established by H-1 and C-13 NMR studies and unequivocally assigned by their cyclic tetrahydro-1,3-oxazine derivatives 4.
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收藏
页码:537 / 543
页数:7
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