474521-60-3Relevant academic research and scientific papers
Opportune gem-Silylborylation of Carbonyl Compounds: A Modular and Stereocontrolled Entry to Tetrasubstituted Olefins
La Cascia, Enrico,Cuenca, Ana B.,Fernández, Elena
supporting information, p. 18737 - 18741 (2016/12/26)
An easy access to highly versatile gem-silylboronate synthons is achieved by means of a new olefination reagent, HC(Bpin)2(SiMe3). Subsequent silicon or boron-based selective functionalization allows for the modular and stereocontrolled synthesis of all-carbon tetrasubstituted alkenes. A particular attraction of this approach is the iododesilylation reaction, which becomes a pivotal tool for C?Si functionalization.
Geminal dimetalation of alkylidene-type carbenoids with silylboranes and diborons
Kurahashi, Takuya,Hata, Takeshi,Masai, Hirokazu,Kitagawa, Hirotaka,Shimizu, Masaki,Hiyama, Tamejiro
, p. 6381 - 6395 (2007/10/03)
A novel and efficient method for gem-dimetalation of carbenoids has been demonstrated. Treatment of alkylidene-type lithium carbenoids with such an interelement compound as silylborane or diboron to generate the corresponding borate complex, followed by warming to room temperature, induced migration of the silyl or boryl group from a negatively charged boron atom to the carbenoid carbon to afford 1-boryl-1-silyl-1-alkenes or 1,1-diboryl-1-alkenes in good yields. Carbon-carbon bond forming transformations of the gem-dimetalated compounds mediated by boron or silicon is also described.
