17814-55-0Relevant articles and documents
Chiral phosphine oxide BINAPO as a Lewis base catalyst for asymmetric allylation and aldol reaction of trichlorosilyl compounds
Kotani, Shunsuke,Hashimoto, Shunichi,Nakajima, Makoto
, p. 3122 - 3132 (2007)
Chiral phosphine oxide BINAPO, which was readily prepared from chiral phosphine BINAP, exhibited good catalytic activities in the reaction of trichlorosilyl compounds via hypervalent silicate intermediates. The allylation of aldehydes with allyltrichloros
Chiral phosphoramide-catalyzed aldol additions of ketone enolates. Preparative aspects
Denmark, Scott E.,Stavenger, Robert A.,Wong, Ken-Tsung,Su, Xiping
, p. 4982 - 4991 (2007/10/03)
Trichlorosilyl enolates of ketones (enoxytrichlorosilanes) were demonstrated to be highly reactive aldol addition reagents. Trichlorosilyl enolates of cyclohexanone (E-enolate) and propiophenone (Z-enolate) reacted readily at room temperature with a wide
Preparation of chlorosilyl enolates
Denmark, Scott E.,Stavenger, Robert A.,Winter, Stephen B. D.,Wong, Ken-Tsung,Barsanti, Paul A.
, p. 9517 - 9523 (2007/10/03)
A variety of chlorosilyl enolates has been prepared starting from esters, thiol esters, acylsilanes, and ketones. Two general methods are involved, direct enolsilylation with trichlorosilyl triflate and diisopropylethylamine, and a number of methods based on electrophilic substitution of either C- or O-silyl or stannyl carbonyl compounds. The most useful method is a Hg(OAc)2-catalyzed transsilylation from trimethylsilyl to trichlorosilyl enol ethers, providing a wide range of ketone enolates in good to high yield.
