Organocatalytic Activation of Alkylacetic Esters as Enolate Precursors to React with α,β-Unsaturated Imines
Organic Letters2013Vol. 15(19), pp. 4956–4959
Citations Over TimeTop 10% of 2013 papers
Hao Lin, Shaojin Chen, Jianfeng Xu, Bhoopendra Tiwari, Zhenqian Fu, Tong Li, Jieyan Lim, Yonggui Robin
Abstract
Asymmetric functionalization of alkylacetic esters and their derivatives is traditionally achieved via preformed enolates with chiral auxiliaries. Catalytic versions of such transformations are attractive but challenging. A direct catalytic activation of simple alkylacetic esters via N-heterocyclic carbene organocatalysts to generate chiral enolate intermediates for highly enantioselective reactions is reported.
Related Papers
- → Enantioselective Carbonyl Catalysis Enabled by Chiral Aldehydes(2018)118 cited
- → Are There Carbenes in N‐Heterocyclic Carbene Organocatalysis?(2017)55 cited
- → Phosphahelicenes in Asymmetric Organocatalysis: [3+2] Cyclizations of γ‐Substituted Allenes and Electron‐Poor Olefins(2015)38 cited
- → Organocatalytic Enantioselective Desymmetrization of Prochiral 2,2‐Disubstituted Cyclic 1,3‐Diones(2021)26 cited
- → Enantioselective Desymmetrizations Promoted by Bifunctional Organocatalysts(2014)21 cited