Exploration of the Mitsunobu reaction with Tosyl- and Boc-hydrazones as nucleophilic agents.
Tosyl- and Boc-hydrazones were found to be effective nucleophiles in the Mitsunobu reaction. Tosyl hydrazones reacted cleanly with primary and secondary alcohols when co-administered to a cooled DBAD/PPh3 or DEAD/PPh3 complex. Boc-hydrazones required electron-withdrawing substituents to participate in the reaction.
Keith
John M
JM
Johnson & Johnson Pharmaceutical Research & Development, L.L.C., 3210 Merryfield Row, San Diego, CA 92121, USA. jkeith@prdus.jnj.com
Gomez
Leslie
L
D000438:Alcohols / Q000737:chemistry; D002625:Chemistry, Organic / Q000379:methods*; D006835:Hydrazones / Q000737:chemistry*
D000438:Alcohols; D006835:Hydrazones