Stereoselective one-pot synthesis of β-alkylsulfide enol esters. Base-triggered rearrangement under mild conditions

ADRIÁN A. HEREDIA; SILVIA M. SORIA-CASTRO; LYDIA M. BOUCHET; GABRIELA OKSDATH-MANSILLA; CECILIA A. BARRIONUEVO; DANIEL A. CAMINOS; FABRICIO R. BISOGNO; JUAN E. ARGÜELLO; ALICIA B. PEÑÉÑORY

ORGANIC & BIOMOLECULAR CHEMISTRY

ROYAL SOC CHEMISTRY

Lugar: CAMBRIDGE; Año: 2014 vol. 12 p. 6516 - 6516

1477-0520

stereoselective one-pot procedure was developed to prepare S-substituted (Z)-enol esters through a base-triggered rearrangement. This transition metal-free multicomponent approach can be performed under an air atmosphere at room temperature, tolerates a wide set of chemical functionalities and gener- ally affords high isolated yields. The (Z)-selectivity arises from the [1,4]-S- toO-acyl migration