ASYMMETRIC CIS-DIHYDROXYLATION OF OLEFINS BY UTILIZING CHIRAL BISPIPERAZINE

被引：32

作者：

FUJI, K

TANAKA, K

MIYAMOTO, H

机构：

[1] Institute for Chemical Research, Kyoto University, Uji, Kyoto

来源：

TETRAHEDRON LETTERS | 1992年 / 33卷 / 28期

关键词：

ASYMMETRIC OXIDATION; OSMIUM TETROXIDE; PIPERAZINE; CHIRAL LIGAND; CIS-DIHYDROXYLATION;

D O I：

10.1016/0040-4039(92)88090-R

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Asymmetric dihydroxylation of a variety of olefins has been achieved by employing the chiral ligands of N,N'-dialkyl bispiperazines having linker arm of two carbons in excellent to good enantioselectivity.

引用

页码：4021 / 4024

页数：4

共 16 条

[1] ON STEREOCHEMISTRY OF OSMIUM TETRAOXIDE OXIDATION OF ALLYLIC ALCOHOL SYSTEMS - EMPIRICAL RULE
CHA, JK
CHRIST, WJ
KISHI, Y
[J]. TETRAHEDRON, 1984, 40 (12) : 2247 - 2255
[2] ENANTIOSELECTIVE VICINAL HYDROXYLATION OF TERMINAL AND E-1,2-DISUBSTITUTED OLEFINS BY A CHIRAL COMPLEX OF OSMIUM TETRAOXIDE - AN EFFECTIVE CONTROLLER SYSTEM AND A RATIONAL MECHANISTIC MODEL
COREY, EJ
JARDINE, PD
VIRGIL, S
YUEN, PW
CONNELL, RD
[J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1989, 111 (26) : 9243 - 9244
[3] THE ORIGIN OF ENANTIOSELECTIVITY IN THE DIHYDROXYLATION OF OLEFINS BY OSMIUM-TETROXIDE AND CINCHONA ALKALOID DERIVATIVES
COREY, EJ
LOTTO, GI
[J]. TETRAHEDRON LETTERS, 1990, 31 (19) : 2665 - 2668
[4] Criegee R, 1936, LIEBIGS ANN CHEM, V522, P75
[5] HENTGES SG, 1980, J AM CHEM SOC, V102, P4263, DOI 10.1021/ja00532a050
[6] ASYMMETRIC DIHYDROXYLATION OF ALKENES WITH OSMIUM-TETROXIDE - CHIRAL N,N'-DIALKYL-2,2'-BIPYRROLIDINE COMPLEX
HIRAMA, M
OISHI, T
ITO, S
[J]. JOURNAL OF THE CHEMICAL SOCIETY-CHEMICAL COMMUNICATIONS, 1989, (10) : 665 - 666
[7] ASYMMETRIC DIHYDROXYLATION VIA LIGAND-ACCELERATED CATALYSIS
JACOBSEN, EN
MARKO, I
MUNGALL, WS
SCHRODER, G
SHARPLESS, KB
[J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1988, 110 (06) : 1968 - 1970
[8] JORGENSEN KA, 1990, TETRAHEDRON LETT, V31, P6417
[9] OSMIUM TETRAOXIDE CATALYZED VICINAL HYDROXYLATION OF HIGHER OLEFINS BY USING HEXACYANOFERRATE(III) ION AS A COOXIDANT
MINATO, M
YAMAMOTO, K
TSUJI, J
[J]. JOURNAL OF ORGANIC CHEMISTRY, 1990, 55 (02) : 766 - 768
[10] ASYMMETRIC-SYNTHESIS USING CHIRAL PIPERAZINES .3. ENANTIOSELECTIVE ADDITION OF DIALKYLZINCS TO ARYL ALDEHYDES CATALYZED BY CHIRAL PIPERAZINES
NIWA, S
SOAI, K
[J]. JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1, 1991, (11): : 2717 - 2720

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