A NEW PREPARATIVE ROUTE TO CHIRAL 2,3-EPOXY-1,4-BUTANEDIOLS

被引：14

作者：

AOYAMA, Y ^{[1
]}

URABE, H ^{[1
]}

SATO, F ^{[1
]}

机构：

[1] TOKYO INST TECHNOL,DEPT BIOMOLEC ENGN,MEGURO KU,TOKYO 152,JAPAN

来源：

TETRAHEDRON LETTERS | 1991年 / 32卷 / 46期

关键词：

D O I：

10.1016/S0040-4039(00)93588-3

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Chiral 2,3-epoxy-1,4-butanediols including those having a quaternary carbon center have been prepared from optically active 3-cyano-2,3-epoxy-1-propanol.

引用

页码：6731 / 6734

页数：4

共 14 条

[1]

Behrens C. H., 1983, ALDRICHIM ACTA, V16, P67

[2] SELECTIVE TRANSFORMATION OF 2,3-EPOXY ALCOHOLS AND RELATED DERIVATIVES - STRATEGIES FOR NUCLEOPHILIC-ATTACK AT CARBON-1 [J].

BEHRENS, CH ;

KO, SY ;

SHARPLESS, KB ;

WALKER, FJ .

JOURNAL OF ORGANIC CHEMISTRY, 1985, 50 (26) :5687-5696

[3] METALLO-IMINES - USEFUL REAGENTS IN ORGANIC-SYNTHESIS [J].

CAINELLI, G ;

PANUNZIO, M ;

ANDREOLI, P ;

MARTELLI, G ;

SPUNTA, G ;

GIACOMINI, D ;

BANDINI, E .

PURE AND APPLIED CHEMISTRY, 1990, 62 (04) :605-612

[4]

ELIEL EL, 1978, J AM CHEM SOC, V100, P1614, DOI 10.1021/ja00473a055

[5] A HIGHLY EFFECTIVE ASYMMETRIC-SYNTHESIS OF ALPHA-HYDROXY ACIDS BY ALKYLATION OF CHIRAL N-(BENZYLOXYACETYL)-TRANS-2,5-BIS(METHOXYMETHOXYMETHYL)PYRROLIDINE [J].

ENOMOTO, M ;

ITO, Y ;

KATSUKI, T ;

YAMAGUCHI, M .

TETRAHEDRON LETTERS, 1985, 26 (10) :1343-1344

[6]

FEREZOU JP, 1990, SYNLETT, P766

[7] OXIRANYLLITHIUM REAGENTS - GENERATION FROM ORGANOTIN PRECURSORS, ADDITION TO ALDEHYDES AND KETONES, AND DIMERIZATION TO ALPHA,ALPHA'-DIALKOXYOLEFINS [J].

LOHSE, P ;

LONER, H ;

ACKLIN, P ;

STERNFELD, F ;

PFALTZ, A .

TETRAHEDRON LETTERS, 1991, 32 (05) :615-618

[8] STEREOCONTROLLED SYNTHESIS OF D-PENTITOLS, 2-AMINO-2-DEOXY-D-PENTITOLS, AND 2-DEOXY-D-PENTITOLS FROM D-GLYCERALDEHYDE ACETONIDE [J].

MINAMI, N ;

KO, SS ;

KISHI, Y .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1982, 104 (04) :1109-1111

[9] HIGHLY STEREOSELECTIVE SYNTHESIS OF ERYTHRO-ALPHA, BETA-EPOXY ALCOHOLS BY THE REDUCTION OF ALPHA, BETA-EPOXY KETONES WITH ZINC BOROHYDRIDE [J].

NAKATA, T ;

TANAKA, T ;

OISHI, T .

TETRAHEDRON LETTERS, 1981, 22 (47) :4723-4726

[10]

NORMANT JM, 1971, TETRAHEDRON LETT, P2405

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