1,1′-binaphthyl ligands with bulky 3,3′-tertiaryalkyl substituents for the asymmetric alkyne addition to aromatic aldehydes

被引:23
作者
Wang, Qin
Chen, Shan-Yong
Yu, Xiao-Qi
Pu, Lin [1 ]
机构
[1] Sichuan Univ, Dept Chem, Key Lab Green Chem & Technol, Minist Educ, Chengdu 610064, Peoples R China
[2] Sichuan Univ, W China Hosp, W China Med Sch, State Key Lab Biotherapy, Chengdu 610041, Peoples R China
[3] Univ Virginia, Dept Chem, Charlottesville, VA 22904 USA
关键词
D O I
10.1016/j.tet.2007.03.080
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
The BINOL ligand (R)-2 that contains bulky 3,3(')-tertiaryalkyl groups shows improved catalytic properties over the previously reported 3,3(')-substituted BINOL ligands in the asymmetric alkyne addition to aromatic aldehydes. It catalyzes the phenylacetylene addition to aromatic aldehydes with high enantioselectivity (86-94% ee) and good yields without using Ti((OPr)-Pr-i)(4) and a Lewis base additive. The catalytic proper-ties of several analogs of (R)-2 in the asymmetric alkyne addition to aldehydes have also been studied. (C) 2007 Elsevier Ltd. All rights reserved.
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页码:4422 / 4428
页数:7
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