Asymmetric hydrosilylation of ketones using trans-chelating chiral peralkylbisphosphine ligands bearing primary alkyl substituents on phosphorus atoms

Ryoichi Kuwano, Masaya Sawamura, Junya Shirai, Masatoshi Takahashi, Yoshihiko Ito

研究成果: Contribution to journalArticle査読

56 被引用数 (Scopus)

抄録

Asymmetric hydrosilylation of simple ketones with diphenylsilane proceeded at -40 °C in the presence of a rhodium complex (0.001 - 0.01 molar amount) coordinated with a trans-chelating chiral bisphosphine ligand bearing linear alkyl substituents on the phosphorus atoms, (R,R)-(S,S)-Et-, Pr-, or BuTRAP, giving the corresponding optically active (S)- secondary alcohols with up to 97% ee. The asymmetric hydrosilylation using TRAP ligands with bulkier P-substituents resulted in much lower enantioselectivities. The EtTRAP-rhodium catalyst was also effective for asymmetric hydrosilylation of keto esters with a coordination site for a rhodium atom (up to 98% ee). Optically active symmetrical diols were obtained with up to 99% ee from the corresponding diketones via the asymmetric reduction using 2.5 molar amounts of diphenylsilane.

本文言語英語
ページ(範囲)485-496
ページ数12
ジャーナルBulletin of the Chemical Society of Japan
73
2
DOI
出版ステータス出版済み - 2 2000
外部発表はい

All Science Journal Classification (ASJC) codes

  • 化学 (全般)

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