Application of optically active 1,2-diol monotosylates for synthesis of β-azido and β-amino alcohols with very high enantiomeric purity.: Synthesis of enantiopure (R)-octopamine, (R)-tembamide and (R)-aegeline

被引：0

作者：

Cho, BT ^{[1
]}

Kang, SK ^{[1
]}

Shin, SH ^{[1
]}

机构：

[1] Hallym Univ, Dept Chem, Chunchon 200702, Kangwondo, South Korea

来源：

TETRAHEDRON-ASYMMETRY | 2002年 / 13卷 / 11期

关键词：

D O I：

暂无

中图分类号：

O61 [无机化学];

学科分类号：

070301 ; 081704 ;

摘要：

A very convenient and highly efficient synthesis of near enantiopure beta-azido and beta-amino alcohols including biologically active substances such as (R)-octopamine, (R)-tembamide and (R)-aegeline from optically active 1,2-diol monotosylates is reported. (C) 2002 Elsevier Science Ltd. All rights reserved.

引用

页码：1209 / 1217

页数：9

共 6 条

[1] Synthesis, characterization and aggregation properties of non-peripherally (1R,2R)-1,2-di(naphthalen-l-yl)ethane-1,2-diol substituted optically active zinc phthalocyanine and its catalytic application in enantioselective ethylation of aldehydes
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[2] Chiral synthesis via organoboranes. 45. Asymmetric hydroboration of 1-cyclopentenol derivatives using diisopinocampheylborane. Synthesis of optically active cyclopentane-1,2-diol derivatives of high optical purity
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[3] Convenient synthesis of optically active deuterated primary alcohols via deuteride reduction of acetals derived from homochiral (1R*,2R*)-3,3,3-trifluoro-1-phenylpropane-1,2-diols
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[4] ENANTIOSELECTIVE SYNTHESIS OF BETA-AMINO ACIDS .6. HIGH 1,2-STEREOINDUCTION IN THE PREPARATION OF ENANTIOPURE 2(R)-HYDROXY-3(R)-N-BENZOYLAMINO-3-PHENYLPROPIONIC ACID (LIKE STEREOISOMER OF TAXOLS SIDE-CHAIN)
ESCALANTE, J
JUARISTI, E
TETRAHEDRON LETTERS, 1995, 36 (25) : 4397 - 4400
[5] ON THE STERIC COURSE OF THE ADDITION OF SOME ORGANOMETALLIC REAGENTS TO (R)-2,3-ISOPROPYLIDENE GLYCERALDEHYDE - SYNTHESIS OF OPTICALLY-ACTIVE ALPHA-BENZYLOXY ALDEHYDES, ALCOHOLS, CARBOXYLIC-ACIDS AND 1,2-DIOLS
MULZER, J
ANGERMANN, A
TETRAHEDRON LETTERS, 1983, 24 (28) : 2843 - 2846
[6] SYNTHESIS AND SPECTROSCOPIC STUDIES OF ALKYLALUMINUM ALKOXIDES DERIVED FROM OPTICALLY-ACTIVE ALCOHOLS - CRYSTAL AND MOLECULAR-STRUCTURE OF MONOMERIC DIMETHYLALUMINUM (2S,3R)-(+)-4-(DIMETHYLAMINO)-1,2-DIPHENYL-3-METHYL-2-BUTANOXIDE
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