BORANES IN SYNTHESIS .1. ASYMMETRIC-SYNTHESIS OF BETA-AMINO ALCOHOLS - A FACILE CONVERSION OF ENAMINES TO THE CORRESPONDING BETA-AMINO ALCOHOLS IN HIGH ENANTIOMERIC PURITY

被引：20

作者：

FISHER, GB

GORALSKI, CT

NICHOLSON, LW

SINGARAM, B

机构：

[1] UNIV CALIF SANTA CRUZ,DEPT CHEM & BIOCHEM,SANTA CRUZ,CA 95064

[2] DOW CHEM CO USA,PHARMACEUT PROC RES & ANALYT SCI,MIDLAND,MI 48674

来源：

TETRAHEDRON LETTERS | 1993年 / 34卷 / 48期

关键词：

D O I：

10.1016/S0040-4039(00)61541-1

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

The asymmetric hydroboration of aldehyde enamines with (d)Ipc2BH at 0-degrees-C, followed by oxidation with NaOH(s)/H2O2, yields the corresponding beta-amino alcohols in good yields and high enantiomeric excess.

引用

页码：7693 / 7696

页数：4

共 39 条

[1] HYDROBORATION AND SUBSEQUENT OXIDATION OF SEVERAL ENAMINES [J].

BOROWITZ, IJ ;

WILLIAMS, GJ .

JOURNAL OF ORGANIC CHEMISTRY, 1967, 32 (12) :4157-&

[2] HYDROBORATION .27. HYDROBORATION OF 1-BUTENYL AND RELATED VINYL DERIVATIVES CONTAINING REPRESENTATIVE SUBSTITUENTS . AN UNUSUALLY POWERFUL DIRECTIVE INFLUENCE OF ETHOXY SUBSTITUENT [J].

BROWN, HC ;

SHARP, RL .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1968, 90 (11) :2915-+

[3] ENANTIOSELECTIVE SYNTHESIS OF OPTICALLY-ACTIVE BETA-AMINOALCOHOLS VIA ASYMMETRIC REDUCTION [J].

CHO, BT ;

CHUN, YS .

TETRAHEDRON-ASYMMETRY, 1992, 3 (03) :341-342

[4]

COPPOLA GM, 1987, ASYMMETRIC SYNTHESIS, P53

[5] A CATALYTIC ENANTIOSELECTIVE SYNTHESIS OF DENOPAMINE, A USEFUL DRUG FOR CONGESTIVE-HEART-FAILURE [J].

COREY, EJ ;

LINK, JO .

JOURNAL OF ORGANIC CHEMISTRY, 1991, 56 (01) :442-444

[6] ENANTIOSELECTIVE CONJUGATE ADDITION OF RATIONALLY DESIGNED CHIRAL CUPRATE REAGENTS TO 2-CYCLOALKENONES [J].

COREY, EJ ;

NAEF, R ;

HANNON, FJ .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1986, 108 (22) :7114-7116

[7]

ENDERS D, 1981, CHEMTECH, V8, P504

[8]

FISHER GB, 1992, 3 BUSA BOR USA WORKS

[9]

FISHER GB, 1992, 203RD NAT M AM CHEM

[10] BETA-ADRENOCEPTOR ANTAGONISTS - NEW DRUGS AND NEW INDICATIONS [J].

FRISHMAN, WH .

NEW ENGLAND JOURNAL OF MEDICINE, 1981, 305 (09) :500-506

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