Asymmetric Synthesis of Functionalized 1,2-Diphosphine via the Chemoselective Hydrophosphination of Coordinated Allylic Phosphines

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• 作者：Mingjun Yuan ; Sumod A. Pullarkat ; Mengtao Ma ; Yi Zhang ; Yinhua Huang ; Yongxin Li ; Akash Goel ; Pak-Hing Leung
• 刊名：Organometallics
• 出版年：2009
• 出版时间：February 9, 2009
• 年：2009
• 卷：28
• 期：3
• 页码：780-786
• 全文大小：186K
• 年卷期：v.28,no.3(February 9, 2009)
• ISSN：1520-6041

文摘

Ester- and keto-functionalized allylic monophosphine palladium complexes containing ortho-metalated (R)-(1-(dimethylamino)ethyl)naphthalene as the chiral auxiliary were synthesized via a versatile one-pot process. Subsequent asymmetric hydrophosphination of the coordinated allylic substrates promoted by the chiral auxiliary gave the corresponding functionalized chiral 1,2-bis(diphenylphosphino)ethane ligands in high yields under mild conditions. The coordination properties and absolute configurations of the resultant diphosphine ligands were established by single-crystal X-ray crystallography. The coordinated 1,2-diphosphine ligands could be subsequently liberated stereospecifically to yield enantiomerically pure functionalized diphosphines in high yields.