New ring-expansion reactions of hydroxy propenoyl cyclic compounds under palladium(0)/phosphine-catalyzed conditions.
[reaction: see text] 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)-beta-estradiol derivative and furnished a similar ring-expanded product in an excellent yield.
Nagao
Yoshimitsu
Y
Faculty of Pharmaceutical Sciences, The University of Tokushima, Sho-machi, Tokushima 770-8505, Japan. ynagao@ph.tokushima.ac.jp
Tanaka
Satoru
S
Ueki
Akiharu
A
Kumazawa
Masunori
M
Goto
Satoru
S
Ooi
Takashi
T
Sano
Shigeki
S
Shiro
Motoo
M