Methylcopper (I)-catalyzed selective conjugate reduction of. alpha.,. beta.-unsaturated carbonyl compounds by di-iso-butylaluminum hydride in the presence of …

…, H Satomi, T Kawamoto, T Saegusa

文献索引：Tsuda, Tetsuo; Hayashi, Toshio; Satomi, Hiroshi; Kawamoto, Tadashi; Saegusa, Takeo Journal of Organic Chemistry, 1986 , vol. 51, # 4 p. 537 - 540

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被引用次数: 117

摘要

Reduction of a,@-unsaturated carbonyl compounds by DIBAH generally takes place at the carbonyl group (1, 2-reduction) to produce allylic alcohols. It has been now found that a remarkable change of reducing reactivity of DIBAH is brought about by addition of HMPA. As is shown in Table I, conjugate reduction of truns-2-hexena1, 2-cyclohexen-l-one, and mesityl oxide by DIBAH was effectuated in a mixed solvent of HMPA-THF (v/v, 15) at 0 OC-room ...