1256451-91-8Relevant academic research and scientific papers
Studies on retro-[1,4] Brook rearrangement of 3-silyl allyloxysilanes. Observation of the formation of unusual 3,3-bissilyl enols
Gan, Zubao,Wu, Ya,Gao, Lu,Sun, Xianwei,Lei, Jian,Song, Zhenlei,Li, Linjie
, p. 6928 - 6934 (2012/08/29)
Detailed investigations of the retro-[1,4] Brook rearrangement of 3-silyl allyloxysilanes are described. Based on control experiments and NMR studies, rationalizations are proposed for the formation of 3,3-bissilyl enols, unusual compounds that are stable
Efficient approach to 3,3-bissilyl carbonyl and enol derivatives via retro-[1,4] brook rearrangement of 3-silyl allyloxysilanes
Song, Zhenlei,Lei, Zheng,Gao, Lu,Wu, Xia,Li, Linjie
supporting information; experimental part, p. 5298 - 5301 (2010/12/29)
A facile and highly stereoselective retro-[1,4] Brook rearrangement of 3-silyl allyloxysilanes has been discovered. While basic hydrolysis of the formed (Z)-3,3-bissilyl lithium enolates provides 3,3-bissilyl carbonyl compounds efficiently, trapping the species with various electrophiles including alkyl halides leads to the exclusive O-substituted (Z)-3,3-bissilyl enol derivatives that can undergo a Sakurai reaction with aldehyde to produce the synthetically useful 1,2-diol diastereoselectively.
