New chiral non-racemic piperidine-derived epoxy lactams

被引:11
作者
Amat, M [1 ]
Llor, N [1 ]
Hidalgo, J [1 ]
Bosch, J [1 ]
Molins, E [1 ]
Miravitlles, C [1 ]
机构
[1] CSIC,INST CIENCIA MAT,CERDANYOLA 08193,SPAIN
关键词
D O I
10.1016/0957-4166(96)00317-5
中图分类号
O61 [无机化学];
学科分类号
070301 ; 081704 ;
摘要
The preparation of the chiral non-racemic epoxy lactams 3a and 3b from the respective oxazolopiperidones 1 and the conversion of 3b to the enantiopure piperidine-derived alpha,beta-epoxy alcohol 6 is reported. Copyright (C) 1996 Elsevier Science Ltd
引用
收藏
页码:2501 / 2504
页数:4
相关论文
共 29 条
[1]   Synthesis of enantiopure piperidines. Total synthesis of (2R,6S)-2-methyl-6-propylpiperidine [(-)-dihydropinidine] [J].
Amat, M ;
Llor, H ;
Hidalgo, J ;
Hernandez, A ;
Bosch, J .
TETRAHEDRON-ASYMMETRY, 1996, 7 (04) :977-980
[2]   Synthesis of enantiopure 3,4-disubstituted piperidines. An asymmetric synthesis of (+)-paroxetine [J].
Amat, M ;
Hidalgo, J ;
Bosch, J .
TETRAHEDRON-ASYMMETRY, 1996, 7 (06) :1591-1594
[3]   CHIRAL PRECURSORS FOR THE SYNTHESIS OF ENANTIOMERICALLY PURE PIPERIDINES - TOTAL SYNTHESIS OF (R)-(-)-CONIINE [J].
AMAT, M ;
LLOR, N ;
BOSCH, J .
TETRAHEDRON LETTERS, 1994, 35 (14) :2223-2226
[4]  
AMAT M, UNPUB
[5]   NON-METALLOCATALYZED EPOXIDATION OF CHIRAL UNSATURATED LACTAMS BY TERTIARY AMINE N-OXIDES [J].
ANDRES, CJ ;
SPETSERIS, N ;
NORTON, JR ;
MEYERS, AI .
TETRAHEDRON LETTERS, 1995, 36 (10) :1613-1616
[6]  
Angle S. R., 1995, STUD NAT PROD CHEM, V16, P453
[7]  
[Anonymous], 1993, ALKALOIDS CHEM PHARM
[8]  
[Anonymous], 1985, ALKALOIDS CHEM BIOL
[9]   CHEMICAL AND BIOLOGICAL SYNTHESIS OF CHIRAL EPOXIDES [J].
BESSE, P ;
VESCHAMBRE, H .
TETRAHEDRON, 1994, 50 (30) :8885-8927
[10]   ASYMMETRIC-SYNTHESIS OF 2-ALKYL(ARYL)-2,3-DIHYDRO-4-PYRIDONES BY ADDITION OF GRIGNARD-REAGENTS TO CHIRAL 1-ACYL-4-METHOXYPYRIDINIUM SALTS [J].
COMINS, DL ;
JOSEPH, SP ;
GOEHRING, RR .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1994, 116 (11) :4719-4728