Synthesis and evaluation of P-chirogenic monodentate binaphthyl phosphines

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• 作者：Marie-Christine Duclos ; Yuttapong Singjunla ; Christelle Petit ; Alain Favre-R¨¦guillon ; Erwann Jeanneau ; Florence Popowycz ; Estelle M¨¦tay ; Marc Lemaire
• 关键词：Phosphine ; TMDS ; Catalysis ; P-chirogenic ; Hydrosilylation
• 刊名：Tetrahedron Letters
• 出版年：2012
• 出版时间：7 November, 2012
• 年：2012
• 卷：53
• 期：45
• 页码：5984-5986
• 全文大小：490 K

文摘

P-Chirogenic monodentate binaphthyl phosphines were prepared in five steps from enantiomerically pure BINOL. This approach supposes the utilization of two methods previously developed in our group, the formation of secondary phosphine oxide, and the reduction of tertiary phosphine oxide using the association of tetramethyldisiloxane and Ti(OⁱPr)₄. During the last reduction step, only the formation of the more stable diastereoisomer was observed. This product was employed as a ligand for the palladium catalyzed hydrosilylation of styrene to afford the corresponding alcohol with high yield and enantiomeric excess.