Asymmetric hydrosilylation of cyclohexa-1,3-diene with trichlorosilane by palladium catalysts coordinated with chiral phosphoramidite ligands

Hoon Seo Park, Jin Wook Han, Ryo Shintani, Tamio Hayashi

Research output: Contribution to journalArticle

10 Scopus citations

Abstract

Chiral phosphoramidite ligands prepared from (S)-binaphthol and various secondary amines were examined for the palladium-catalyzed asymmetric hydrosilylation of cyclohexa-1,3-diene with trichlorosilane. With a sterically demanding phosphoramidite bearing bis(diphenylmethyl)amine, the high enantiomeric excess of 87% was achieved, which is the highest enantioselectivity in the hydrosilylation of cyclohexadiene reported to date. The catalytic activity in the present hydrosilylation was high with all of the ligands employed, while the enantioselectivities varied dramatically depending on the dialkylamine moiety of the phosphoramidite ligand.

Original languageEnglish
Pages (from-to)418-420
Number of pages3
JournalTetrahedron Asymmetry
Volume24
Issue number7
DOIs
StatePublished - 2013 Apr 15

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