Enantio- and diastereoselective synthesis of all four stereoisomers of formoterol

被引:50
作者
Hett, R
Fang, QK
Gao, Y
Hong, YP
Butler, HT
Nie, XY
Wald, SA
机构
[1] Sepracor Inc., Marlborough, MA 01752
关键词
D O I
10.1016/S0040-4039(97)00088-9
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Enantioselective syntheses of all four stereoisomers of formoterol are accomplished using asymmetric catalytic borane reductions with chiral oxazaborolidines as reducing agents. (C) 1997, Elsevier Science Ltd.
引用
收藏
页码:1125 / 1128
页数:4
相关论文
共 19 条
[1]   FORMOTEROL - PHARMACOLOGY, MOLECULAR-BASIS OF AGONISM, AND MECHANISM OF LONG-DURATION OF A HIGHLY POTENT AND SELECTIVE BETA(2)-ADRENOCEPTOR AGONIST BRONCHODILATOR [J].
ANDERSON, GP .
LIFE SCIENCES, 1993, 52 (26) :2145-2160
[2]  
ARIENS EJ, 1990, SCHWEIZ MED WSCHR, V120, P131
[3]   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
[4]   HIGHLY ENANTIOSELECTIVE BORANE REDUCTION OF KETONES CATALYZED BY CHIRAL OXAZABOROLIDINES - MECHANISM AND SYNTHETIC IMPLICATIONS [J].
COREY, EJ ;
BAKSHI, RK ;
SHIBATA, S .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1987, 109 (18) :5551-5553
[5]   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
[6]  
DISIMONE B, 1995, TETRAHEDRON-ASYMMETR, V6, P301
[7]  
FREIFELDER M, 1970, PRACTICAL CATALYTIC
[8]   ASYMMETRIC REDUCTION OF ALPHA-KETOIMINES WITH OXAZABOROLIDINE CATALYSTS - A NOVEL, PRACTICAL APPROACH TO CHIRAL ARYLETHANOLAMINES [J].
HONG, YP ;
GAO, Y ;
NIE, XO ;
ZEPP, CM .
TETRAHEDRON LETTERS, 1994, 35 (31) :5551-5554
[9]   CIS-1-AMINO-2-INDANOL IN ASYMMETRIC-SYNTHESIS .1. A PRACTICAL CATALYST SYSTEM FOR THE ENANTIOSELECTIVE BORANE REDUCTION OF AROMATIC KETONES [J].
HONG, YP ;
GAO, Y ;
NIE, XY ;
ZEPP, CM .
TETRAHEDRON LETTERS, 1994, 35 (36) :6631-6634
[10]   ADRENERGIC AGENTS .1. SYNTHESIS AND POTENTIAL BETA-ADRENERGIC AGONIST ACTIVITY OF SOME CATECHOLAMINE ANALOGS BEARING A SUBSTITUTED AMINO FUNCTIONALITY IN META POSITION [J].
KAISER, C ;
COLELLA, DF ;
SCHWARTZ, MS ;
GARVEY, E ;
WARDELL, JR .
JOURNAL OF MEDICINAL CHEMISTRY, 1974, 17 (01) :49-57