Reactivity of Mitsunobu reagent toward carbonyl compounds.
[reaction: see text] The nitrogen-based nucleophile generated from azodicarboxylate and triphenylphosphine displayed an excellent reactivity toward carbonyl compounds to generate a variety of different final products depending on the substituent pattern on the carbonyl carbon. From the structures of these adducts, a straightforward mechanistic interpretation for the formation of different products is provided.
Otte
Ryan D
RD
Department of Chemistry, University of Wisconsin, Madison, WI 53706, USA.
Sakata
Tomoyo
T
Guzei
Ilia A
IA
Lee
Daesung
D
D000438:Alcohols / Q000737:chemistry; D007202:Indicators and Reagents; D007659:Ketones / Q000737:chemistry*; D008958:Models, Molecular; D008968:Molecular Conformation
D000438:Alcohols; D007202:Indicators and Reagents; D007659:Ketones