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New Ring-Expansion Reactions of Hydroxy Propenoyl Cyclic Compounds under Palladium(0)/Phosphine-Catalyzed Conditions

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posted on 2004-06-24, 00:00 authored by Yoshimitsu Nagao, Satoru Tanaka, Akiharu Ueki, Masunori Kumazawa, Satoru Goto, Takashi Ooi, Shigeki Sano, Motoo Shiro
Palladium(0)-catalyzed one-atom ring-expansion of 1-hydroxy-2,2-dialkyl-1-propenoylindan derivatives has been achieved in the presence of P(o-tolyl)3 giving 2-hydroxy-3,3-dialkyl-2-vinyl-1-tetralone derivatives in excellent yields. This ring-expansion reaction was applied to a 17-(1-oxo-2-propenyl)-β-estradiol derivative and furnished a similar ring-expanded product in an excellent yield.

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