Synthesis of New Chiral P,S Hybrid Ligands and Their Use in Asymmetric Hydrosilylation of Ketones

Autor:	Atsuko Nishikawa, Manabu Hiraoka, Kazuo Achiwa, Toshiaki Morimoto
Rok vydání:	1998
Předmět:	chemistry.chemical_classification Ketone Ligand Stereochemistry Hydrosilylation Thio General Chemistry General Medicine Borane Medicinal chemistry chemistry.chemical_compound chemistry Drug Discovery Protecting group Cyclopentane Acetophenone
Zdroj:	Chemical and Pharmaceutical Bulletin. 46:704-706
ISSN:	1347-5223 0009-2363
Popis:	Novel chiral P,S-hybrid ligands bearing 1,2-cis phosphinomethyl (or thiomethyl) and thio (or phosphino) groups on a cyclopentane skeleton were prepared by using borane as a protecting group for the phosphino group. Asymmetric hydrosilylation of acetophenone with 1 mol% of rhodium complex catalysts prepared in situ from [Rh(COD)Cl] 2 and P,S ligands, (1R,2R)-2-(diphenylphosphino)methyl-1-(phenylthio)cyclopentane (TPCP) and (1R,2S)-1-diphenylphosphino-2-[(phenylthio)methyl]cyclopentane (PTCP) gave the corresponding alcohols. The asymmetric hydrosilylation with the ligand TPCP showed higher enantioselectivity than that with PTCP or a diphosphine ligand (1R,2R)-1-(diphenylphosphino)-2-[(diphenylphosphino)methyl]cylopentane (PPCP).
Databáze:	OpenAIRE
Externí odkaz:	https://explore.openaire.eu/search/publication?articleId=doi_________::8e95074fa8e634648f0771a5c706ab36 https://doi.org/10.1248/cpb.46.704 Zobrazit plný text záznamu