1387088-42-7Relevant articles and documents
Enantioselective conjugate addition of donor-acceptor hydrazones to α,β-unsaturated aldehydes through formal diaza-ene reaction: Access to 1,4-dicarbonyl compounds
Fernandez, Maitane,Uria, Uxue,Vicario, Jose L.,Reyes, Efraim,Carrillo, Luisa
, p. 11872 - 11875 (2012)
Donor-acceptor monosubstituted hydrazones participate as suitable reagents able to undergo an enantioselective formal diaza-ene reaction with α,β-unsaturated aldehydes under chiral secondary amine catalysis. This constitutes a new approach for the enantioselective conjugate addition of hydrazones to enals under metal-free conditions and leads to the formation of γ-hydrazono carboxylic acids after oxidation/[1,3]-H shift. The methodology is also useful for the synthesis of enantioenriched β-substituted α-keto-1,5-diesters by using the hydrazone moiety as a masked carbonyl group.
