Steric tuning of C2-symmetric chiral N-heterocyclic carbene in gold-catalyzed asymmetric cyclization of 1,6-enynes

被引:27
作者
Yamada, Ken-ichi [1 ]
Matsumoto, Yasumasa [1 ]
Selim, Khalid B. [2 ]
Yamamoto, Yasutomo [3 ]
Tomioka, Kiyoshi [3 ]
机构
[1] Kyoto Univ, Grad Sch Pharmaceut Sci, Sakyo Ku, Kyoto 6068501, Japan
[2] Mansoura Univ, Fac Pharm, Dept Organ Pharmaceut Chem, Mansoura 35516, Egypt
[3] Doshisha Womens Coll Liberal Arts, Fac Pharmaceut Sci, Kodo, Kyotanabe 6100395, Japan
关键词
ENANTIOSELECTIVE INTRAMOLECULAR HYDROAMINATION; TRANSITION METAL-COMPLEXES; ALDOL REACTION; C-C; ENYNES; LIGAND; CYCLOISOMERIZATION; ALKOXYCYCLIZATION; PLATINUM; HYDROALKOXYLATION;
D O I
10.1016/j.tet.2012.03.107
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Steric tuning of C-2-symmetric chiral N-heterocyclic carbene (NHC) was performed in Au(I)-catalyzed asymmetric cyclization of 1,6-enyne. Higher enantioselectivity was realized when chiral NHC AuCl/AgSbF6 catalysts whose N-substituent on the NHC overlays the Au-Cl bond was utilized. (C) 2012 Elsevier Ltd. All rights reserved.
引用
收藏
页码:4159 / 4165
页数:7
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