Rh(I)-catalyzed conjugate addition of alkenylzirconocene chloride: stereoselective formation of carbocycles through cascade reaction |
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| Authors: | Yuji Hanzawa Yoshitaka Takebe Akito Kakuuchi |
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| Institution: | a Laboratory of Organic Reaction Chemistry, Showa Pharmaceutical University, 3-3165 Higashi-tamagawagakuen, Machida, Tokyo 194-8543, Japan
b Tokyo University of Pharmacy and Life Science, 1432-1 Horinouchi, Hachioji, Tokyo 192-0392, Japan |
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| Abstract: | Stereoselective formation of carbocycles was carried out through RhCl(cod)]2-catalyzed reactions of alkenylzirconocene chloride to ω-carbonyl-α,β-ene carbonyls (ketone, ester, and amide) or to bis-enone derivatives. The Rh(I)-catalyzed reaction of alkenylzirconocene chloride with ω-carbonyl-α,β-enoyl amide, which is derived from Oppolzer’s sultam, showed high diastereoselectivity to yield an carbocycle (95% yield, >95% de). |
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