L-Proline-derived tertiary amino alcohol as a new chiral ligand for enantioselective alkynylation of aldehydes

被引:22
|
作者
Xu, Zhou [1 ]
Wu, Nan [2 ]
Ding, Zhenhua [1 ]
Wang, Ting [1 ]
Mao, Jincheng [1 ]
Zhang, Yawen [1 ]
机构
[1] Soochow Univ, Coll Chem Chem Engn & Mat Sci, Key Lab Organ Synth Jiangsu Prov, Suzhou 215123, Peoples R China
[2] Xuzhou AF Coll, Dept Aviat Oil & Mat, Xuzhou 222110, Jiangsu, Peoples R China
关键词
AROMATIC-ALDEHYDES; PHENYLACETYLENE ADDITION; ASYMMETRIC ALKYNYLATION; ALKYNYLZINC ADDITION; PROPARGYLIC ALCOHOLS; TERMINAL ALKYNES; FACILE; REDUCTION; KETONES;
D O I
10.1016/j.tetlet.2008.12.030
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
The easily prepared chiral tertiary amino alcohol la was found to catalyze the reaction of alkynylzinc reagents with various aldehydes to generate chiral propargylic alcohols with mode rate-to-good enantioselectivities. The mechanism of the reaction is also discussed in this Letter. A novel theoretical computation of those evaluated ligands was introduced which may supply valuable experience to help designing new chiral ligands. (C) 2008 Elsevier Ltd. All rights reserved.
引用
收藏
页码:926 / 929
页数:4
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