The enantioselective step in the nickel-catalyzed hydrocyanation of 1,3-cyclohexadiene

被引:52
作者
Wilting, Jos [1 ]
Janssen, Michele [1 ]
Muller, Christian [1 ]
Vogt, Dieter [1 ]
机构
[1] Eindhoven Univ Technol, Lab Homogeneous Catalysis, NL-5600 MB Eindhoven, Netherlands
关键词
ASYMMETRIC HYDROCYANATION; HYDROGEN-CYANIDE; ORGANOMETALLIC COMPOUNDS; MECHANISTIC ASPECTS; STEREOCHEMISTRY; ALKENES; OLEFINS; HYDROFORMYLATION;
D O I
10.1021/ja064378u
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
On the basis of deuterium labeling experiments and an equal 1,2-/1,4-product distribution, the reductive elimination of the product has been established to be the enantioselective step in the nickel-catalyzed hydrocyanation of 1,3-cyclohexadiene. This could be achieved by successfully exploiting the rather unique features of this reaction: identical product formation for 1,2- and 1,4-addition, cis addition over the diene, and high enantiomeric excess. Copyright © 2006 American Chemical Society.
引用
收藏
页码:11374 / 11375
页数:2
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