Hg(OTf)2-Catalyzed Instantaneous Hydration of β- and δ-Hydroxy Internal Alkynes with Complete Regioselectivity
作者:Mugio Nishizawa、Takayuki Takemoto、Ikuo Sasaki、Mayo Nakano、Elisabeth Ho、Kosuke Namba、Hirofumi Yamamoto、Hiroshi Imagawa
DOI:10.1055/s-0028-1088153
日期:2009.4
The hydration of β- and δ-hydroxy internal alkynes catalyzed by Hg(OTf)2 took place instantaneously to give ketones with complete regioselectivity under mild conditions, whereas the hydration of internal alkyne without hydroxy moiety was very slow and gave a mixture of ketones. If the hydroxy group is located more than five carbons from the triple bond it has no significant effect upon the hydration reaction.
在温和条件下,通过Hg(OTf)2催化的β-和δ-羟基内炔的水合反应可以瞬间完成,并且具有完全的区域选择性,生成酮类化合物,而没有羟基的内炔的水合反应则非常缓慢,且生成酮的混合物。如果羟基距离三键超过五个碳原子,那么它对水合反应几乎没有显著影响。