A Rhodium IBiox[(-)-menthyl] Complex as a Highly Selective Catalyst for the Asymmetric Hydroarylation of Azabicyles: An Alternative Route to Epibatidine

被引:76
作者
Bexrud, Jason [1 ]
Lautens, Mark [1 ]
机构
[1] Univ Toronto, Dept Chem, Toronto, ON M5S 3H6, Canada
基金
加拿大自然科学与工程研究理事会;
关键词
N-HETEROCYCLIC CARBENES; FRAGMENT-BASED APPROACH; ENANTIOSELECTIVE DESYMMETRIZATION; RESTRICTED FLEXIBILITY; LIGANDS; (+/-)-EPIBATIDINE; STABILITY; DESIGN; SALTS;
D O I
10.1021/ol101067d
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
The synthesis and characterization of a new chiral rhodium N-heterocyclic carbene complex, Rh(IBiox[(-)-menthyl](CO)(2)Cl, is reported. In addition, the very high enantioselectivity exhibited by this complex, as a catalyst for the asymmetric hydroarylation of azabicycles, is demonstrated and applied to the synthesis of epibatidine.
引用
收藏
页码:3160 / 3163
页数:4
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