Enhanced Rate and Selectivity by Carboxylate Salt as a Basic Cocatalyst in Chiral N-Heterocyclic Carbene-Catalyzed Asymmetric Acylation of Secondary Alcohols
…, S Harada, B Kang, R Oriez, Y Yamaoka…
Index: Kuwano, Satoru; Harada, Shingo; Kang, Bubwoong; Oriez, Raphael; Yamaoka, Yousuke; Takasu, Kiyosei; Yamada, Ken-Ichi Journal of the American Chemical Society, 2013 , vol. 135, # 31 p. 11485 - 11488
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Citation Number: 26
Abstract
The rate and enantioselectivity of chiral NHC-catalyzed asymmetric acylation of alcohols with an adjacent H-bond donor functionality are remarkably enhanced in the presence of a carboxylate cocatalyst. The degree of the enhancement is correlated with the basicity of the carboxylate. With a cocatalyst and a newly developed electron-deficient chiral NHC, kinetic resolution and desymmetrization of cyclic diols and amino alcohols were achieved with ...
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