RUTHENIUM-CATALYZED OXIDATION OF CYCLIC ACETALS WITH TERT-BUTYL HYDROPEROXIDE - A FACILE SYNTHESIS OF GLYCOL MONOESTERS

被引：27

作者：

MURAHASHI, SI ^{[1
]}

ODA, Y ^{[1
]}

NAOTA, T ^{[1
]}

机构：

[1] SUMITOMO CHEM CO LTD, ORGAN SYNTH RES LAB, TAKATSUKI, OSAKA 569, JAPAN

来源：

CHEMISTRY LETTERS | 1992年 / 11期

关键词：

D O I：

10.1246/cl.1992.2237

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

The ruthenium-catalyzed oxidation of cyclic acetals with tert-butyl hydroperoxide under mild conditions gives the corresponding glycol monoesters efficiently. The present oxidation reaction provides a useful method for the synthesis of glycol monoesters from 1-alkenes by combination with palladium-catalyzed acetalization of 1-alkenes.

引用

页码：2237 / 2240

页数：4

共 12 条

[1] OXIDATION OF ACETALS BY OZONE [J].

DESLONGCHAMPS, P ;

ATLANI, P ;

FREHEL, D ;

MALAVAL, A ;

MOREAU, C .

CANADIAN JOURNAL OF CHEMISTRY, 1974, 52 (21) :3651-3664

[2] PALLADIUM(II)-CATALYZED OXIDATIVE RING CLEAVAGE OF CYCLIC ACETALS WITH TERT-BUTYL HYDROPEROXIDE - PREPARATION OF MONOESTERS OF DIOLS [J].

HOSOKAWA, T ;

IMADA, Y ;

MURAHASHI, SI .

JOURNAL OF THE CHEMICAL SOCIETY-CHEMICAL COMMUNICATIONS, 1983, (21) :1245-1246

[3] NEW ASPECTS OF OXYPALLADATION OF ALKENES [J].

HOSOKAWA, T ;

MURAHASHI, SI .

ACCOUNTS OF CHEMICAL RESEARCH, 1990, 23 (02) :49-54

[4]

HOSOKAWA T, 1987, J ORG CHEM, V52, P49

[5]

Hudlicky M., 1990, ACS MONOGR SER

[6] A NOVEL AND USEFUL METHOD FOR THE PREPARATION OF METHYL-ESTERS FROM DIMETHYL ACETALS [J].

MUKAIYAMA, T ;

KATO, J ;

MIYOSHI, N ;

IWASAWA, N .

CHEMISTRY LETTERS, 1985, (08) :1255-1258

[7] RUTHENIUM-CATALYZED CYTOCHROME-P-450 TYPE OXIDATION OF TERTIARY-AMINES WITH ALKYL HYDROPEROXIDES [J].

MURAHASHI, S ;

NAOTA, T ;

YONEMURA, K .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1988, 110 (24) :8256-8258

[8]

Murahashi SI, 1989, SYNLETT, P62

[9] RUTHENIUM CATALYZED OXIDATION OF CYANOHYDRINS TO ACYL CYANIDES USEFUL REAGENTS FOR SELECTIVE N-BENZOYLATION OF AMINOALCOHOLS [J].

MURAHASHI, SI ;

NAOTA, T ;

NAKAJIMA, N .

TETRAHEDRON LETTERS, 1985, 26 (07) :925-928

[10] RUTHENIUM-CATALYSED OXIDATION OF SECONDARY-AMINES TO IMINES USING TERT-BUTYL HYDROPEROXIDE [J].

MURAHASHI, SI ;

NAOTA, T ;

TAKI, H .

JOURNAL OF THE CHEMICAL SOCIETY-CHEMICAL COMMUNICATIONS, 1985, (09) :613-614

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