Asymmetric addition of Grignard reagents to chiral 1-acylpyridinium salts: A chiral auxiliary study

被引:49
作者
Comins, DL
GuerraWeltzien, L
机构
[1] Department of Chemistry, North Carolina State University, Raleigh
基金
美国国家科学基金会; 美国国家卫生研究院;
关键词
D O I
10.1016/0040-4039(96)00709-5
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Various cyclohexyl-based chiral auxiliaries were studied for their effectiveness in the chiral 1-acylpyridinium salt/Grignard reaction. Copyright (C) 1996 Elsevier Science Ltd
引用
收藏
页码:3807 / 3810
页数:4
相关论文
共 19 条
[1]   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 ;
GOEHRING, RR ;
JOSEPH, SP ;
OCONNOR, S .
JOURNAL OF ORGANIC CHEMISTRY, 1990, 55 (09) :2574-2576
[2]   THE ADDITION OF METALLO-ENOLATES TO CHIRAL 1-ACYLPYRIDINIUM SALTS - AN ASYMMETRIC-SYNTHESIS OF (-)-SEDAMINE [J].
COMINS, DL ;
HONG, H .
JOURNAL OF ORGANIC CHEMISTRY, 1993, 58 (19) :5035-5036
[3]  
COMINS DL, 1994, SYNLETT, P972
[4]   ENANTIOPURE N-ACYLDIHYDROPYRIDONES AS SYNTHETIC INTERMEDIATES - THE FIRST ASYMMETRIC-SYNTHESIS OF TRANS-DECAHYDROQUINOLINE ALKALOID-(+)-219A [J].
COMINS, DL ;
DEHGHANI, A .
JOURNAL OF ORGANIC CHEMISTRY, 1995, 60 (04) :794-795
[5]   EFFICIENT SYNTHESIS AND RESOLUTION OF TRANS-2-(1-ARYL-1-METHYLETHYL)CYCLOHEXANOLS - PRACTICAL ALTERNATIVES TO 8-PHENYLMENTHOL [J].
COMINS, DL ;
SALVADOR, JM .
JOURNAL OF ORGANIC CHEMISTRY, 1993, 58 (17) :4656-4661
[6]   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
[7]   ASYMMETRIC-SYNTHESIS OF (-)-PORANTHERIDINE [J].
COMINS, DL ;
HONG, H .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1993, 115 (19) :8851-8852
[8]   AN EFFICIENT PREPARATION OF (+)-TRANS-2-(ALPHA-CUMYL)CYCLOHEXANOL ((+)-TCC) - A PRACTICAL ALTERNATIVE TO (+)-8-PHENYLMENTHOL [J].
COMINS, DL ;
SALVADOR, JM .
TETRAHEDRON LETTERS, 1993, 34 (05) :801-804
[9]  
COMINS DL, IN PRESS ADV NITROGE, V2
[10]   PREPARATION OF AN OPTICALLY-ACTIVE PROSTAGLANDIN INTERMEDIATE VIA ASYMMETRIC INDUCTION [J].
COREY, EJ ;
ENSLEY, HE .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1975, 97 (23) :6908-6909