State Key Laboratory of Bioorganic and Natural Products Chemistry, Shanghai Institute of Organic Chemistry, Chinese Academy of Sciences, 345 Ling Ling Road, Shanghai 200032, China.
Org Lett. 2012 May 4;14(9):2258-61. doi: 10.1021/ol300659d. Epub 2012 Apr 12.
A series of novel P-chiral monophosphorus ligands exhibit efficiency in asymmetric Suzuki-Miyaura coupling reactions, enabling the construction of an array of chiral biaryl products in high yields and excellent enantioselectivities (up to 96% ee) under mild conditions. The carbonyl-benzooxazolidinone moiety in these chiral biaryl products allows facile derivatization for further synthetic applications. A computational study has revealed that a π-π interaction between the two coupling partners can enhance the enantioselectivity of the coupling reaction.
一系列新型 P-手性单膦配体在不对称 Suzuki-Miyaura 偶联反应中表现出高效性，能够在温和条件下以高产率和优异的对映选择性（高达 96%ee）构建一系列手性联芳产物。这些手性联芳产物中的羰基-苯并恶唑烷酮部分允许轻松衍生化，以用于进一步的合成应用。计算研究表明，两个偶联物之间的π-π相互作用可以增强偶联反应的对映选择性。
