Do the electronic effects of sulfur indeed control the pi-selectivity of gamma-sulfenyl Enones? An investigation.
The electronic effects of sulfur in gamma-sulfenyl enones are not transmitted to the carbonyl carbon through the pi bond as reported previously. The diastereoselectivity is rather controlled by a combination of several other factors. The steric effects arising from the substituents on the sulfur atom and the gamma-carbon and the bulk of the nucleophile constitute the major control elements.
Yadav
Veejendra K
VK
Department of Chemistry, Indian Institute of Technology, Kanpur 208 016, India. vijendra@iitk.ac.in
Babu
K Ganesh
KG
Parvez
Masood
M