A SELECTIVE REDUCTION OF ALPHA,BETA-UNSATURATED KETONES

被引：29

作者：

VONHOLLEBEN, MLA

ZUCOLOTTO, M

ZINI, CA

OLIVEIRA, ER

机构：

[1] Instituto de Química - Universidade Federal do Rio Grande do Sul, 91501-970 Porto Alegre, Rio Grande do Sul, Av. Bento Goncalves, 9500, Campus do Vale

来源：

TETRAHEDRON | 1994年 / 50卷 / 04期

关键词：

D O I：

10.1016/S0040-4020(01)80811-5

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

A selective hydrogenation of carbon-carbon double bond of alpha,beta-unsaturated ketones are obtained when a mixture of limonene, alpha,beta-unsaturated ketone and 10% Pd/C is refluxed with vigorous stirring for 15-45 min. The best results are obtained when a molar ratio limonene:alpha,beta-unsaturated ketone of 3:1 and 4 molar % palladium/ketone are used. The stereoselectivity is similar to the results obtained when H-2 and Pd/C have been used in neutral solvent.

引用

页码：973 / 978

页数：6

共 22 条

[11] HARTNER H, 1980, KONTAKTE, V1, P3
[12] Hudlicky M, 1984, REDUCTIONS ORGANIC C
[13] HETEROGENEOUS CATALYTIC TRANSFER HYDROGENATION AND ITS RELATION TO OTHER METHODS FOR REDUCTION OF ORGANIC-COMPOUNDS
JOHNSTONE, RAW
WILBY, AH
ENTWISTLE, ID
[J]. CHEMICAL REVIEWS, 1985, 85 (02) : 129 - 170
[14] SILICON HYDRIDES AND MOLYBDENUM(0) CATALYST - A NOVEL-APPROACH FOR CONJUGATE REDUCTION OF ALPHA,BETA-UNSATURATED CARBONYL-COMPOUNDS
KEINAN, E
PEREZ, D
[J]. JOURNAL OF ORGANIC CHEMISTRY, 1987, 52 (12) : 2576 - 2580
[15] MICROBIOLOGICAL REDUCTION OF ALPHA,BETA-UNSATURATED KETONES BY BEAUVERIA-SULFURESCENS
KERGOMARD, A
RENARD, MF
VESCHAMBRE, H
[J]. JOURNAL OF ORGANIC CHEMISTRY, 1982, 47 (05) : 792 - 798
[16] KINDLER K, 1965, LIEBIGS ANN CHEM, V685, P36
[17] ULTRASONICALLY IMPROVED REDUCTIVE PROPERTIES OF AN AQUEOUS ZN-NICL2 SYSTEM-1 - SELECTIVE REDUCTION OF ALPHA,BETA-UNSATURATED CARBONYL-COMPOUNDS
PETRIER, C
LUCHE, JL
[J]. TETRAHEDRON LETTERS, 1987, 28 (21) : 2347 - 2350
[18] PIACENTI F, 1988, GAZZ CHIM ITAL, V118, P305
[19] DICHLOROTRIS(TRIPHENYLPHOSPHINE)RUTHENIUM-CATALYZED HYDROGEN TRANSFER FROM ALCOHOLS TO SATURATED AND ALPHA,BETA-UNSATURATED KETONES
SASSON, Y
BLUM, J
[J]. JOURNAL OF ORGANIC CHEMISTRY, 1975, 40 (13) : 1887 - 1896
[20] REGIOSELECTIVE CATALYTIC TRANSFER HYDROGENATION OF DIMETHYL BICYCLO[2.2.1]HEPTA-2,5-DIENE-2,3-DICARBOXYLATE, DIMETHYL BICYCLO[2.2.1]HEPT-2-ENE-2,3-DICARBOXYLATE, AND RELATED-COMPOUNDS OVER PALLADIUM ON CARBON
TABOR, DC
WHITE, FH
COLLIER, LW
EVANS, SA
[J]. JOURNAL OF ORGANIC CHEMISTRY, 1983, 48 (10) : 1638 - 1643

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