ChemInform Abstract: Silane-Controlled Diastereoselectivity in the Tris(pentafluorophenyl)borane-Catalyzed Reduction of α-Diketones to Silyl-Protected 1,2-Diols

Autor:	D.J. Harrison, Miranda K. Skjel, Andrea E. Kirby, Adrian Y. Houghton, Lisa Rosenberg, Robert McDonald
Rok vydání:	2010
Předmět:	chemistry.chemical_compound Silanes Silylation Chemistry Hydrosilylation Reagent Electrophile Tris(pentafluorophenyl)borane General Medicine Disilane Borane Medicinal chemistry
Zdroj:	ChemInform. 41
ISSN:	1522-2667 0931-7597
DOI:	10.1002/chin.201024027
Popis:	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.
Databáze:	OpenAIRE
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