Pummerer fragmentation vs. pummerer rearrangement: a mechanistic analysis.
Depending upon the nature of the substituent at the beta-position of the sulfoxide moiety, a Pummerer reaction can be oriented "at will" towards Calpha-H (rearrangement) or Calpha-Cbeta (fragmentation) bond cleavage.
Laleu
Benoît
B
Department of Organic Chemistry, University of Geneva, Quai E. Ansermet 30, CH-1211 Geneva 4, Switzerland.
Machado
Marco Santarem
MS
Lacour
Jéôrme
J