THE CATALYTIC, ENANTIOSELECTIVE MICHAEL REACTION

摘要

The authors thank the Spanish MINECO (FEDER-CTQ2014-52107-P), the Basque Government (IT328-10) and UPV/EHU (UFI QOSYC 11/22) for financial support. The conjugate addition reaction is a fundamental transformation in synthetic organic chemistry for the construction of carbon-carbon and carbon-heteroatom bonds. This reaction consists of the addition of a nucleophile to the p-carbon of an electrophilic olefin, leading to the formation of a stabilized anion, which after protonation or subsequent treatment with another electrophile, furnishes the final addition product. The conjugate addition of resonance-stabilized carbanions (an enolate or related species), also known as the Michael reaction, has received great attention among synthetic chemists as a general tool for the preparation of 1,5-dicarbonyl compounds. Since the first example was reported in 1887 by Arthur Michael, this transformation has demonstrated extraordinary generality.