Organocatalytic activation of alkylacetic esters as enolate precursors to react with α,β-unsaturated imines.
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.
Division of Chemistry & Biological Chemistry, School of Physical & Mathematical Sciences, Nanyang Technological University , Singapore 637371, Singapore.
Lin
L
Hao
Shaojin
S
Chen
Jianfeng
J
Xu
Bhoopendra
B
Tiwari
Zhenqian
Z
Fu
Tong
T
Li
Jieyan
J
Lim
Yonggui Robin
YR
Chi
D002264:Carboxylic Acids / Q000737:chemistry*; D002384:Catalysis; D004952:Esters; D007097:Imines / Q000737:chemistry*; D015394:Molecular Structure; D013237:Stereoisomerism
D002264:Carboxylic Acids; D004952:Esters; D007097:Imines