Stereoselective synthesis of 1,3-disubstituted hexahydro-1,4-diazepin-2-ones.

被引:5
作者
Pohlmann, A [1 ]
Guillaume, D [1 ]
Quirion, JC [1 ]
Husson, HP [1 ]
机构
[1] UNIV PARIS 05,CNRS,CHIM THERAPEUT LAB,FAC SCI PHARMACEUT & BIOL,F-75270 PARIS 06,FRANCE
关键词
D O I
10.1016/S0040-4039(97)01291-4
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Diestereoselective alkylation of hydroxlactam 6 allowed the preparation of 1,3-disubstituted hexahydro-1,4-diazepin-2-one derivatives in optically pure form. (C) 1997 Published by Elsevier Science Ltd.
引用
收藏
页码:5809 / 5810
页数:2
相关论文
共 10 条
[1]  
CHIARONI A, IN PRESS ACTA CRYSTA
[2]  
CZAPLEWSKI C, 1994, POL J CHEM, V68, P2589
[3]   NEW METHODS AND REAGENTS IN ORGANIC-SYNTHESIS .67. A GENERAL-SYNTHESIS OF DERIVATIVES OF OPTICALLY PURE 2-(1-AMINOALKYL)THIAZOLE-4-CARBOXYLIC ACIDS [J].
HAMADA, Y ;
SHIBATA, M ;
SUGIURA, T ;
KATO, S ;
SHIOIRI, T .
JOURNAL OF ORGANIC CHEMISTRY, 1987, 52 (07) :1252-1255
[4]   PREPARATION AND PROPERTIES OF, AND REACTIONS WITH, METAL-CONTAINING HETEROCYCLES .11. PREPARATION AND PROPERTIES OF ETHANEDIYL, PROPANEDIYL, PENTANEDIYL, AND DECANEDIYL-BIS(TRIFLUOROMETHANESULFONATE) [J].
LINDNER, E ;
VONAU, G ;
EBERLE, HJ .
CHEMISCHE BERICHTE-RECUEIL, 1981, 114 (02) :810-813
[5]   CONFORMATIONAL EFFECTS ON THE REGIOCHEMICAL METALATION OF C5-C-13 N-BENZYLLACTAMS [J].
MEYERS, AI ;
KUNNEN, KB ;
STILL, WC .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1987, 109 (14) :4405-4407
[6]   ASYMMETRIC-SYNTHESIS .30. SYNTHESIS OF 3-SUBSTITUTED PIPERIDINES FROM CHIRAL NON-RACEMIC LACTAMS [J].
MICOUIN, L ;
VAREA, T ;
RICHE, C ;
CHIARONI, A ;
QUIRION, JC ;
HUSSON, HP .
TETRAHEDRON LETTERS, 1994, 35 (16) :2529-2532
[7]   Origins of diastereoselectivity in the alkylation of N-substituted lactams and amides derived from optically active aminoalcohols. [J].
Micouin, L ;
Jullian, V ;
Quirion, JC ;
Husson, HP .
TETRAHEDRON-ASYMMETRY, 1996, 7 (10) :2839-2846
[8]   A trisubstituted 1,4-diazepine-3-one-based dipeptidomimetic: Conformational characterization by NMR and computer simulation [J].
Pellegrini, M ;
Weitz, IS ;
Chorev, M ;
Mierke, DF .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1997, 119 (10) :2430-2436
[9]   Efficient synthesis of conformationally constrained peptidomimetics containing 2-oxopiperazines [J].
Pohlmann, A ;
Schanen, V ;
Guillaume, D ;
Quirion, JC ;
Husson, HP .
JOURNAL OF ORGANIC CHEMISTRY, 1997, 62 (04) :1016-1022
[10]   ASYMMETRIC-SYNTHESIS .31. SYNTHESIS OF 2-SUBSTITUTED PIPERAZINES FROM CHIRAL NON-RACEMIC LACTAMS [J].
SCHANEN, V ;
RICHE, C ;
CHIARONI, A ;
QUIRION, JC ;
HUSSON, HP .
TETRAHEDRON LETTERS, 1994, 35 (16) :2533-2536