26430-35-3Relevant academic research and scientific papers
Unsymmetrical 1,1-diborated multisubstituted sp3-carbons formed via a metal-free concerted-asynchronous mechanism
Cuenca, Ana B.,Cid, Jessica,García-López, Diego,Carbó, Jorge J.,Fernández, Elena
supporting information, p. 9659 - 9664 (2015/09/28)
We have experimentally proved the unsymmetrical 1,1-diboration of diazo compounds, formed in situ from aldehydes and cyclic and non-cyclic ketones, in the absence of any transition metal complex. The heterolytic cleavage of the mixed diboron reagent, Bpin-Bdan, and the formation of two geminal C-Bpin and C-Bdan bonds has been rationalised based on DFT calculations to occur via a concerted-asynchronous mechanism. Diastereoselection is attained on substituted cyclohexanones and DFT studies provide understanding on the origin of the selectivity. The alkoxide-assisted selective deborylation of Bpin from multisubstituted sp3-carbon and generation of a Bdan stabilized carbanion, easily conducts a selective protodeboronation sequence.
Stereoselective Introduction of Hydroxyl Groups via Hydrazones
Tada, Masahiro,Chiba, Kazuhiro,Izumiya, Koji,Tamura, Mihoko
, p. 3532 - 3533 (2007/10/02)
Reduction of tosylhydrazones by hydride reagents in wet alcohol gave predominantly alcohols whose stereochemistries are opposite to those of the major reduction products of the corresponding ketones with sodium borohydride.
