Tetrahedron

A selective reduction of α, β-unsaturated ketones

MLA von Holleben, M Zucolotto, CA Zini, ER Oliveira

Index: Holleben, Maria Luiza A. von; Zucolotto, Monica; Zini, Claudia A.; Oliveira, Eduardo R. Tetrahedron, 1994 , vol. 50, # 4 p. 973 - 978

Full Text: HTML

Citation Number: 33

Abstract

A selective hydrogenation of carbon-carbon double bond of α, β-unsaturated ketones are obtained when a mixture of limonene, α, β-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: α, β-unsaturated ketone of 3: 1 and 4 molar% palladium/ketone are used. The stereoselectivity is similar to the results obtained when H2 and Pd/C have been used in ...

Related Articles:

Stereochemistry of the C 3 addition of 1-lithio 1, 1-bis methylselenoalkanes to methyl cyclohexenones

[Lucchetti, J.; Krief, A. Tetrahedron Letters, 1981 , vol. 22, # 17 p. 1623 - 1626]

Conjugate reduction of. ALPHA.,. BETA.-unsaturated ketones with amphiphilic reaction system.

[Bulletin of the Chemical Society of Japan, , vol. 61, p. 2241 - 2243]

Selective 1, 2-reduction of. ALPHA.,. BETA.-unsaturated carbonyl compounds with LnCpCl2 (THF) 3/NaBH4.

[Bulletin of the Chemical Society of Japan, , vol. 60, # 9 p. 3423 - 3424]

Photocleavage of carbon-tin bond activated by neighboring carbonyl group

[Tetrahedron Letters, , vol. 32, # 32 p. 4003 - 4006]

Hydroboration. 69. Hydroboration characteristics of lithium borohydride/ethyl acetate in ethyl ether. A new system for controlled hydroboration of alkenes and alkynes

[Journal of Organic Chemistry, , vol. 49, # 25 p. 4822 - 4827]

More Articles...