Enantioselective synthesis of "quaternary" 1,4-benzodiazepin-2-one scaffolds via memory of chirality

被引:58
作者
Carlier, PR [1 ]
Zhao, HW [1 ]
DeGuzman, J [1 ]
Lam, PCH [1 ]
机构
[1] Virginia Tech, Dept Chem, Blacksburg, VA 24061 USA
关键词
D O I
10.1021/ja0365781
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
引用
收藏
页码:11482 / 11483
页数:2
相关论文
共 23 条
[1]   Lipase-catalyzed acetylation of 3-substituted 2,3-dihydro-1H-1,4-benzodiazepin-2-ones:: Effect of temperature and conformation on enantioselectivity and configuration [J].
Avdagic, A ;
Lesac, A ;
Majer, Z ;
Hollòsi, M ;
Sunjic, V .
HELVETICA CHIMICA ACTA, 1998, 81 (08) :1567-1582
[2]   Memory of chirality effects in aldol cyclisations of 1-(3-oxobutyryl) derivatives of L-4-oxaproline and L-proline isopropyl esters [J].
Brewster, AG ;
Jayatissa, J ;
Mitchell, MB ;
Schofield, A ;
Stoodley, RJ .
TETRAHEDRON LETTERS, 2002, 43 (21) :3919-3922
[3]   CHIRAL 1,4-BENZODIAZEPIN-2-ONE, TEMPLATE FOR ENANTIOSELECTIVE SYNTHESIS OF ALPHA-AMINO-ACIDS AND THEIR ALPHA-DEUTERIO CONGENERS - PRELIMINARY COMMUNICATION [J].
DECORTE, E ;
TOSO, R ;
SEGA, A ;
SUNJIC, V ;
RUZICTOROS, Z ;
KOJICPRODIC, B ;
BRESCIANIPAHOR, N ;
NARDIN, G ;
RANDACCIO, L .
HELVETICA CHIMICA ACTA, 1981, 64 (04) :1145-1149
[4]   Design, synthesis, and evaluation of small-molecule libraries [J].
Ellman, JA .
ACCOUNTS OF CHEMICAL RESEARCH, 1996, 29 (03) :132-143
[5]   METHODS FOR DRUG DISCOVERY - DEVELOPMENT OF POTENT, SELECTIVE, ORALLY EFFECTIVE CHOLECYSTOKININ ANTAGONISTS [J].
EVANS, BE ;
RITTLE, KE ;
BOCK, MG ;
DIPARDO, RM ;
FREIDINGER, RM ;
WHITTER, WL ;
LUNDELL, GF ;
VEBER, DF ;
ANDERSON, PS ;
CHANG, RSL ;
LOTTI, VJ ;
CERINO, DJ ;
CHEN, TB ;
KLING, PJ ;
KUNKEL, KA ;
SPRINGER, JP ;
HIRSHFIELD, J .
JOURNAL OF MEDICINAL CHEMISTRY, 1988, 31 (12) :2235-2246
[6]  
FRISCH MJ, 2001, GAUSSIAN 98 REVISION
[7]  
Fuji K, 1998, CHEM-EUR J, V4, P373, DOI 10.1002/(SICI)1521-3765(19980310)4:3<373::AID-CHEM373>3.0.CO
[8]  
2-O
[9]   ATROPISOMERS OF 1,4-BENZODIAZEPINES - SYNTHESIS AND RESOLUTION OF A DIAZEPAM-RELATED 1,4-BENZODIAZEPINE [J].
GILMAN, NW ;
ROSEN, P ;
EARLEY, JV ;
COOK, C ;
TODARO, LJ .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1990, 112 (10) :3969-3978
[10]   Free and supported phosphorus ylides as strong neutral Bronsted bases [J].
Goumri-Magnet, S ;
Guerret, O ;
Gornitzka, H ;
Cazaux, JB ;
Bigg, D ;
Palacios, F ;
Bertrand, G .
JOURNAL OF ORGANIC CHEMISTRY, 1999, 64 (10) :3741-3744