A route to highly functionalized β-enaminoesters via a domino ring-opening cyclization/decarboxylative tautomerization sequence of donor-acceptor cyclopropanes with substituted malononitriles.
An unprecedented and domino synthetic strategy for the synthesis of highly functionalized carbocyclic β-enaminoesters bearing an all-carbon quaternary center via Yb(OTf)3-catalyzed ring-opening cyclization/decarboxylative tautomerization of donor-acceptor cyclopropanes with 2-alkyl malononitriles in excellent yields is described. The products are obtained as a single diastereomer in most cases where the nitrile and aryl groups are aligning in a cis orientation across the ring.
Department of Chemistry, Indian Institute of Technology , Kanpur 208016, India.
Manas K
MK
Ghorai
Ranadeep
R
Talukdar
Deo Prakash
DP
Tiwari