MAGNESIUM-ION MEDIATED STEREOSPECIFIC FORMATION OF N-SUBSTITUTED ETHANOLAMINES DURING REDUCTIVE AMINATION

被引：69

作者：

BRUSSEE, J ^{[1
]}

VANBENTHEM, RATM ^{[1
]}

KRUSE, CG ^{[1
]}

VANDERGEN, A ^{[1
]}

机构：

[1] DUPHAR BV,WEESP,NETHERLANDS

来源：

TETRAHEDRON-ASYMMETRY | 1990年 / 1卷 / 03期

关键词：

D O I：

10.1016/S0957-4166(00)82370-8

中图分类号：

O61 [无机化学];

学科分类号：

070301 ; 081704 ;

摘要：

Reductive amination of (R)-O-protected-α-hydroxyketone 1 with primary amines by NaBH4 in the presence of Mg(ClO4)2 led to the exclusive formation of erythro (1R,2S)-O-protected-N-substituted ethanolamines 2, (R - methyl, ethy;, i-propyl, benzyl, phenylethyl). © 1990.

引用

收藏

页码：163 / 166

页数：4

相关论文

共 10 条

[1]

ARMESTO D, 1988, SYNTHESIS-STUTTGART, P799

[2] CYANOHYDRIDOBORATE ANION AS A SELECTIVE REDUCING AGENT [J].

BORCH, RF ;

BERNSTEIN, MD ;

DURST, HD .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1971, 93 (12) :2897-+

[3] BIO-ORGANIC SYNTHESIS OF OPTICALLY-ACTIVE CYANOHYDRINS AND ACYLOINS [J].

BRUSSEE, J ;

ROOS, EC ;

VANDERGEN, A .

TETRAHEDRON LETTERS, 1988, 29 (35) :4485-4488

[4]

BRUSSEE J, 1990, IN PRESS TETRAHEDRON

[5] STUDIES IN STEREOCHEMISTRY .30. MODELS FOR STERIC CONTROL OF ASYMMETRIC INDUCTION [J].

CRAM, DJ ;

KOPECKY, KR .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1959, 81 (11) :2748-2755

[6] ASYMMETRIC-SYNTHESIS OF THE METHYL AND BENZYL ETHERS OF ERYTHRO-ALPHA,BETA-DIPHENYL-BETA-HYDROXYETHANOL AND ERYTHRO-ALPHA,BETA-DIPHENYL-BETA-HYDROXYETHYLAMINE FROM (+)-(S)-BENZOIN [J].

DAVIS, FA ;

HAQUE, MS ;

PRZESLAWSKI, RM .

JOURNAL OF ORGANIC CHEMISTRY, 1989, 54 (08) :2021-2024

[7] THE PREPARATION AND ABSOLUTE-CONFIGURATION OF THE OPTICALLY-ACTIVE FORMS OF THE DIASTEREOISOMERS OF 2-(1-PHENYLETHYL)AMINO-1-PHENYLETHANOL AND THEIR USE AS CHIRAL AUXILIARIES IN THE ASYMMETRIC REDUCTION OF ACETOPHENONE WITH MODIFIED LITHIUM ALUMINUM HYDRIDES [J].

GARRY, SW ;

NEILSON, DG .

JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1, 1987, (03) :601-605

[8]

LOVGREN K, 1977, ACTA PHARM SUEC, V14, P30

[9]

TRAMONTINI M, 1982, SYNTHESIS-STUTTGART, P605

[10]

VANNIEL JCG, 1986, RECL TRAV CHIM PAY B, V105, P262