DIPHENYLOXAZABOROLIDINE - A NEW CATALYST FOR ENANTIOSELECTIVE REDUCTION OF KETONES

被引:60
作者
QUALLICH, GJ
WOODALL, TM
机构
[1] Process Research and Development Central Research Division Pfixzer Inc., Groton
关键词
ENANTIOSELECTIVE REDUCTION; OXAZABOROLIDINE; CHIRAL ALCOHOL; CATALYTIC REDUCTION; AMINE-BORANE;
D O I
10.1016/S0040-4039(00)60513-0
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
A variety of ketones can be reduced in high enantioselectivity with the oxazaborolidines derived from commercially available erythro aminodiphenylethanol.
引用
收藏
页码:4145 / 4148
页数:4
相关论文
共 19 条
[1]   ASYMMETRIC REDUCTION WITH CHIRAL ORGANOBORANES BASED ON ALPHA-PINENE [J].
BROWN, HC ;
RAMACHANDRAN, PV .
ACCOUNTS OF CHEMICAL RESEARCH, 1992, 25 (01) :16-24
[2]  
BROWN HC, 1989, TETRAHEDRON LETT, V30, P5551
[3]   A NEW PROCESS FOR THE GENERATION OF 1,3,2-OXAZABOROLIDINES, CATALYSTS FOR ENANTIOSELECTIVE SYNTHESIS [J].
COREY, EJ ;
LINK, JO .
TETRAHEDRON LETTERS, 1992, 33 (29) :4141-4144
[4]   AN EFFICIENT AND CATALYTICALLY ENANTIOSELECTIVE ROUTE TO (S)-(-)-PHENYLOXIRANE [J].
COREY, EJ ;
SHIBATA, S ;
BAKSHI, RK .
JOURNAL OF ORGANIC CHEMISTRY, 1988, 53 (12) :2861-2863
[5]   A NEW CHIRAL CATALYST FOR THE ENANTIOSELECTIVE SYNTHESIS OF SECONDARY ALCOHOLS AND DEUTERATED PRIMARY ALCOHOLS BY CARBONYL REDUCTION [J].
COREY, EJ ;
LINK, JO .
TETRAHEDRON LETTERS, 1989, 30 (46) :6275-6278
[6]   A GENERAL, CATALYTIC, AND ENANTIOSELECTIVE SYNTHESIS OF ALPHA-AMINO-ACIDS [J].
COREY, EJ ;
LINK, JO .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1992, 114 (05) :1906-1908
[7]   A NEW PROCESS FOR THE ENANTIOSELECTIVE SYNTHESIS OF CHIRAL ALPHA-ARYLOXY AND ALPHA-HYDROXY ACIDS [J].
COREY, EJ ;
LINK, JO .
TETRAHEDRON LETTERS, 1992, 33 (24) :3431-3434
[8]   X-RAY CRYSTAL-STRUCTURE OF A CHIRAL OXAZABOROLIDINE CATALYST FOR ENANTIOSELECTIVE CARBONYL REDUCTION [J].
COREY, EJ ;
AZIMIOARA, M ;
SARSHAR, S .
TETRAHEDRON LETTERS, 1992, 33 (24) :3429-3430
[9]   A STABLE AND EASILY PREPARED CATALYST FOR THE ENANTIOSELECTIVE REDUCTION OF KETONES - APPLICATIONS TO MULTISTEP SYNTHESES [J].
COREY, EJ ;
BAKSHI, RK ;
SHIBATA, S ;
CHEN, CP ;
SINGH, VK .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1987, 109 (25) :7925-7926
[10]   ASYMMETRIC-SYNTHESIS AND ABSOLUTE STEREOCHEMISTRY OF LY248686 [J].
DEETER, J ;
FRAZIER, J ;
STATEN, G ;
STASZAK, M ;
WEIGEL, L .
TETRAHEDRON LETTERS, 1990, 31 (49) :7101-7104