New ring-expansion reactions of hydroxy propenoyl cyclic compounds under palladium(0)/phosphine-catalyzed conditions.
New ring-expansion reactions of hydroxy propenoyl cyclic compounds under palladium(0)/phosphine-catalyzed conditions.
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DOI：
10.1021/ol049450c
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发表时间：
2004-05
期刊：
影响因子：
5.2
通讯作者：
Y. Nagao;Satoru Tanaka;A. Ueki;Masunori Kumazawa;S. Goto;T. Ooi;S. Sano;M. Shiro
中科院分区：
文献类型：
--
作者：
Y. Nagao;Satoru Tanaka;A. Ueki;Masunori Kumazawa;S. Goto;T. Ooi;S. Sano;M. Shiro
[反应：在P（邻甲苯基）（3）的存在下，实现了1-羟基-2，2-二烷基-1-丙烯酰基茚满衍生物的钯（0）催化的单原子扩环，以优异的产率得到2-羟基-3，3-二烷基-2-乙烯基-1-四氢萘酮衍生物。将该扩环反应应用于17-（1-氧代-2-丙烯基）-β-雌二醇衍生物，并以优异的产率提供类似的扩环产物。
[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.