Palladacycle-Catalyzed Asymmetric Hydrophosphination of Enones for Synthesis of C*- and P*-Chiral Tertiary Phosphines

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• 作者：Yinhua Huang ; Sumod A. Pullarkat ; Yongxin Li ; Pak-Hing Leung
• 刊名：Inorganic Chemistry
• 出版年：2012
• 出版时间：February 20, 2012
• 年：2012
• 卷：51
• 期：4
• 页码：2533-2540
• 全文大小：426K
• 年卷期：v.51,no.4(February 20, 2012)
• ISSN：1520-510X

文摘

A highly reactive and stereoselective hydrophosphination of enones catalyzed by palladacycles for the synthesis of C*- and P*-chiral tertiary phosphines has been developed. When Ph₂PH was employed as the hydrophosphinating reagent, a series of C*-chiral tertiary phosphines were synthesized (C*鈥揚 bond formation) in high yields with excellent enantioselectivities, and a single recrystallization provides access to their enantiomerically pure forms. When racemic secondary phosphines rac-R³(R⁴)PH were utilized, a series of tertiary phosphines containing both C*- and P*-chiral centers were generated (C*鈥揚* bond formation) in high yields with good diastereo- and enantioselectivities. The stereoelectronic factors involved in the catalytic cycle have been revealed.