Synthesis of a bipyridine-derived achiral thiourea trifluoromethanesulfonic acid salt and its application as an additive in organocatalytic asymmetric reactions

被引：9
|
作者：
Demir, Ayhan Sitki [1 ]
Basceken, Sinan [1 ,2 ]
机构：
[1] Middle E Tech Univ, Dept Chem, TR-06531 Ankara, Turkey
[2] Hitit Univ, Dept Chem, TR-19030 Corum, Turkey
来源：
TETRAHEDRON LETTERS | 2013年 / 54卷 / 42期
关键词：
Host-guest complex; Proline-thiourea interaction; Asymmetric aldol reaction; Enantioselective Michael reaction; Asymmetric Mannich reaction; DIRECT ALDOL REACTION; SMALL ORGANIC-MOLECULES; HIGHLY EFFICIENT; MICHAEL-ADDITION; N-PROLYLSULFONAMIDE; ALDEHYDES; CATALYSTS; MANNICH; CYCLOHEXANONE; PROLINES;
D O I：
10.1016/j.tetlet.2013.08.004
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
The host-guest complex of a proline-thiourea bipyridine trifluoromethanesulfonic acid salt can catalyze organocatalytic asymmetric reactions such as aldol, Michael, and Mannich in polar protic medium with high stereoselectivities. The privileged bipyridine backbone and the thiourea motif are essential to the activity and enantioselectivity through hydrogen bonding interactions. (C) 2013 Elsevier Ltd. All rights reserved.
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收藏
页码：5677 / 5681
页数：5
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