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The Journal of Organic Chemistry

Selective oxidation of alcohol function in allylic alcohols to. alpha.,. beta.-unsaturated carbonyl compounds catalyzed by zirconocene complexes

T Nakano, Y Ishii, M Ogawa

文献索引:Nakano, Tatsuya; Ishii, Yasutaka; Ogawa, Masaya Journal of Organic Chemistry, 1987 , vol. 52, # 22 p. 4855 - 4859

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被引用次数: 18

摘要

Bis (~ 5-cyclopentadienyl) zirconium (IV) complexes, Cp2ZrH2 (1) and Cp2Zr (Oi-Pr) 2 (4), in the presence of an appropriate hydrogen acceptor such as benzaldehyde or cyclohexanone catalyze the Oppenauer-type oxidation of allylic alcohols to a, P-unsaturated carbonyl compounds. For instance, primary allylic terpenoid alcohols, geraniol and nerol, were oxidized to a-and@ citrals, which are essential compounds in the perfumery industry, in ...