Organocatalytic conjugate addition of formaldehyde N,N-dialkylhydrazones to beta,gamma-unsaturated alpha-keto esters.
(1S,2R)-1-Aminoindan-2-ol-derived thioureas behave as efficient H-bonding organocatalysts for the nucleophilic conjugate addition of formaldehyde hydrazones to beta,gamma-unsaturated alpha-keto esters as enoate surrogates, affording the corresponding adducts in good yields and enantioselectivities.
Instituto de Investigaciones Químicas, CSIC-USe, c/ Américo Vespucio 49, Isla de la Cartuja, 41092 Seville, Spain, and Departamento de Química OrgAnica, Facultad de Química, Universidad de Sevilla, Apdo. de Correos No. 553, 41071 Seville, Spain.
Raquel P
RP
Herrera
David
D
Monge
Eloísa
E
Martín-Zamora
Rosario
R
Fernandez
José M
JM
Lassaletta