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带有庞大3,3'-叔烷基取代基的1,1'-联萘配体用于不对称炔烃加成到芳香醛的反应

1,1'-Binaphthyl Ligands with Bulky 3,3'-Tertiaryalkyl Substituents for the Asymmetric Alkyne Addition to Aromatic Aldehydes.

作者信息

Wang Qin, Chen Shan-Yong, Yu Xiao-Qi, Pu Lin

机构信息

Department of Chemistry, Key Laboratory of Green Chemistry and Technology (Ministry of Education), Sichuan University, Chengdu, Sichuan 610064, P. R. China.

出版信息

Tetrahedron. 2007 May 21;63(21):4422-4428. doi: 10.1016/j.tet.2007.03.080.

Abstract

The BINOL ligand (R)-2 that contains bulky 3,3'-tertiaryalkyl groups shows improved catalytic properties than the previously reported 3,3'-substituted BINOL ligands in the asymmetric alkyne addition to aromatic aldehydes. It can catalyze the phenylacetylene addition to aromatic aldehydes with high enantioselectivity (86 - 94% ee) and good yields without using Ti(O(i)Pr)(4) and a Lewis base additive. The catalytic properties of several analogs of (R)-2 in the asymmetric alkyne addition to aldehydes have also been studied. .

摘要

含有庞大的3,3'-叔烷基的联萘酚配体(R)-2在芳族醛的不对称炔烃加成反应中比先前报道的3,3'-取代的联萘酚配体表现出更好的催化性能。它可以在不使用Ti(O(i)Pr)(4)和路易斯碱添加剂的情况下,以高对映选择性(86-94%ee)和良好的产率催化苯乙炔与芳族醛的加成反应。还研究了(R)-2的几种类似物在醛的不对称炔烃加成反应中的催化性能。

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