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A tertiary amine as a hydride donor: trichlorosilyl triflate-mediated conjugate reduction of unsaturated ketones
Authors:Kotani Shunsuke  Osakama Kazuki  Sugiura Masaharu  Nakajima Makoto
Institution:Priority Organization for Innovation and Excellence, Kumamoto University, 5-1 Oe-honmachi, Kumamoto, 862-0973, Japan. skotani@gpo.kumamoto-u.ac.jp
Abstract:Bulky tertiary amines, especially dicyclohexylisobutylamine, smoothly reduced α,β-unsaturated ketones in the presence of trichlorosilyl triflate to give the corresponding saturated ketones in excellent yields. Isotope-labeling studies revealed that an α-hydrogen of the amine was transferred to the enones during reduction.
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