Counterion-Mediated Hydrogen-Bonding Effects: Mechanistic Study of Gold(I)-Catalyzed Enantioselective Hydroamination of Allenes

被引:39
作者
Kim, Ji Hye [1 ]
Park, Sung-Woo [1 ]
Park, Sae Rom [1 ]
Lee, Sungyul [1 ]
Kang, Eun Joo [1 ]
机构
[1] Kyung Hee Univ, Dept Appl Chem, Yongin 446701, Gyeonggi Do, South Korea
关键词
allenes; counterions; gold; hydrogen bonds; nucleophilic addition; CATALYZED INTRAMOLECULAR HYDROAMINATION; HOMOGENEOUS GOLD CATALYSIS; INTERMOLECULAR HYDROAMINATION; CATIONIC GOLD(I); ALPHA-AMINOALLENES; COMPLEXES; CYCLOISOMERIZATION; HYDROALKOXYLATION; ALKYNES; HYDROARYLATION;
D O I
10.1002/asia.201100135
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
Two of a kind: A new type of counterion-mediated syn-addition mechanism has been presented in gold-catalyzed enantioselective hydroamination reactions with [(R)-binap(AuOPNB)2] (OPNB=para-nitrobenzoate). A combination of both hydrogen bonding and the N-Au interaction efficiently controlled the challenging enantioselectivity of allenes. © 2011 Wiley-VCH Verlag GmbH & Co. KGaA, Weinheim.
引用
收藏
页码:1982 / 1986
页数:5
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