Meerwein-Ponndorf-Verley-type reduction of dicarbonyl compounds to hydroxy carbonyl compounds and. alpha.,. beta.-unsaturated carbonyl compounds to allylic …

T Nakano, S Umano, Y Kino, Y Ishii…

Index: Nakano, Tatsuya; Umano, Shigetoshi; Kino, Yoshio; Ishii, Yasutaka; Ogawa, Masaya Journal of Organic Chemistry, 1988 , vol. 53, # 16 p. 3752 - 3757

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Citation Number: 38

Abstract

Group IVA metallocene complexes such as bis (~ 5-cyclopentadienyl) zirconium dihydrides, Cp2ZrH2 (l), and hafnium dihydrides, CpzHfH2 (8), catalyze the chemoselective reduction of polycarbonyl compounds to hydroxy carbonyl compounds. For instance, the reduction of keto aldehydes 3-ketobutanal (2g) and 2-phenyl-2-ket~ ethanal (2h) proceeded selectively at aldehyde group to provide the corresponding hydroxy ketones 3g and 3h in 91% and ...

~62%

~97%

~92%

~23%

~95%

~90%

~61%

~61%

~95%

~93%

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