AN EFFICIENT SYNTHESIS OF (R)-(+)-PROPRANOLOL AND (S)-(-)-PROPRANOLOL FROM RESOLVED 5-IODOMETHYLOXAZOLIDIN-2-ONES

被引：63
作者：
CARDILLO, G
ORENA, M
SANDRI, S
TOMASINI, C
机构：
来源：
TETRAHEDRON | 1987年 / 43卷 / 11期
关键词：
D O I：
10.1016/S0040-4020(01)81657-4
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
引用
收藏
页码：2505 / 2512
页数：8
相关论文
共 18 条
[1]   STEREOSELECTIVE SYNTHESIS OF THE DIHYDROXYISOLEUCINE CONSTITUENT OF THE AMANITA MUSHROOM TOXINS [J].
BARTLETT, PA ;
TANZELLA, DJ ;
BARSTOW, JF .
TETRAHEDRON LETTERS, 1982, 23 (06) :619-622
[2]   SYNTHESIS OF OXAZOLIDIN-2-ONES USING CARBONATE ION ON A POLYMERIC SUPPORT [J].
CARDILLO, G ;
ORENA, M ;
SANDRI, S ;
TOMASINI, C .
TETRAHEDRON, 1985, 41 (01) :163-167
[3]   OXAZOLIDIN-2-ONES FROM ALLYLIC AMINES BY MEANS OF IODINE AND CARBONATE ANION ON POLYMERIC SUPPORT - A CONVENIENT SYNTHESIS OF (+/-)-PROPRANOLOL [J].
CARDILLO, G ;
ORENA, M ;
SANDRI, S .
JOURNAL OF ORGANIC CHEMISTRY, 1986, 51 (05) :713-717
[4]   NUCLEAR MAGNETIC-RESONANCE ENANTIOMER REAGENTS - CONFIGURATIONAL CORRELATIONS VIA NUCLEAR MAGNETIC-RESONANCE CHEMICAL-SHIFTS OF DIASTEREOMERIC MANDELATE, O-METHYLMANDELATE, AND ALPHA-METHOXY-ALPHA-TRIFLUOROMETHYLPHENYLACETATE (MTPA) ESTERS [J].
DALE, JA ;
MOSHER, HS .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1973, 95 (02) :512-519
[5]   DIASTEREOSELECTIVE SYNTHESIS OF CHIRAL SECONDARY-AMINES WITH 2 CHIRAL CENTERS DIRECTLY ATTACHED TO THE NITROGEN ATOM [J].
ELEVELD, MB ;
HOGEVEEN, H ;
SCHUDDE, EP .
JOURNAL OF ORGANIC CHEMISTRY, 1986, 51 (19) :3635-3642
[6]   NUCLEAR MAGNETIC-RESONANCE STUDY OF STEREOISOMERIC 2-OXAZOLIDONE AND 2-PHENYL-2-OXAZOLINE DERIVATIVES OF ALPHA-AMINO-BETA-HYDROXY ACIDS [J].
FUTAGAWA, S ;
INUI, T ;
SHIBA, T .
BULLETIN OF THE CHEMICAL SOCIETY OF JAPAN, 1973, 46 (10) :3308-3310
[7]   SYNTHESIS OF OPTICALLY-ACTIVE VALINE BY STEREOSELECTIVE DECARBOXYLATION OF ALPHA-(ALPHA-METHYLBENZYLAMINO)-ALPHA-ISOPROPYLMALONIC ACID [J].
HAYAKAWA, T ;
SHIMIZU, K .
BULLETIN OF THE CHEMICAL SOCIETY OF JAPAN, 1973, 46 (06) :1886-1887
[8]   AZOMETHINE CHEMISTRY .1. FORMATION OF OPTICALLY ACTIVE ALPHA-AMINO ACIDS BY .1. ASYMMETRIC IDUCTION [J].
HISKEY, RG ;
NORTHROP, RC .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1961, 83 (23) :4798-&
[9]   OPTICAL ISOMERS OF PROPRANOLOL [J].
HOWE, R ;
SHANKS, RG .
NATURE, 1966, 210 (5043) :1336-+
[10]   SYNTHESIS OF (-)-FORTAMINE AND (+)-2-DEOXYFORTAMINE FROM RESOLVED 3S4S-N-CARBOMETHOXY-3-AMINOCYCLOHEXENE-4-O1 [J].
KNAPP, S ;
SEBASTIAN, MJ ;
RAMANATHAN, H ;
BHARADWAJ, P ;
POTENZA, JA .
TETRAHEDRON, 1986, 42 (13) :3405-3410
12