Article

On the mechanism of the aza-Morita-Baylis-Hillman reaction: ESI-MS interception of a unique new intermediate

Laboratory of Synthesis of Natural Products and Drugs, University of Campinas-UNICAMP, Campinas, SP, Brazil.
Chemical Communications (Impact Factor: 6.83). 06/2011; 47(23):6593-5. DOI: 10.1039/c1cc10678c
Source: PubMed

ABSTRACT Solutions of aza-Morita-Baylis-Hillman (aza-MBH) reactions were directly monitored by ESI(+)-MS(/MS) spectrometry to obtain information on their mechanism. A unique bis-sulfonamide intermediate was intercepted and characterized and, based on this novel species, a mechanism that rationalizes the uniqueness of aza-MBH reactions is proposed.

Download full-text

Full-text

Available from: Fernando Coelho, Sep 02, 2015
1 Follower
 · 
139 Views
 · 
76 Downloads
Show more