57138-04-2Relevant academic research and scientific papers
Silane-controlled diastereoselectivity in the tris(pentafluorophenyl) borane-catalyzed reduction of α-diketones to silyl-protected 1,2-diols
Skjel, Miranda K.,Houghton, Adrian Y.,Kirby, Andrea E.,Harrison, Daniel J.,McDonald, Robert,Rosenberg, Lisa
, p. 376 - 379 (2010)
(Figure presented) B(C6F5)3-catalyzed bis(hydrosilylation) of α-diketones can give high diastereomeric excess of either meso/anti (small silanes and disilane reagents) or dl/syn (bulky silanes) silyl-protected 1,2-diols. This easily tuned diastereoselectivity is rationalized based on the classic Felkin-Anh model applied to a mechanism relying on Si-H abstraction by the electrophilic borane reagent.
