Allylic alcohols as radical allylating agents. An overall olefination of aldehydes and ketones.
2-Fluoropyridyl derivatives of allylic alcohols react with xanthates in the presence of lauroyl peroxide to give alkenes, often with high stereoselectivity. If the allylic alcohols are themselves derived from aldehydes or ketones, the overall process becomes a synthetic equivalent of the classical Wittig and related olefination reactions.
Charrier
Nicolas
N
Laboratoire de Synthèse Organique, CNRS UMR 7652, Ecole Polytechnique, 91128 Palaiseau, France.
Quiclet-Sire
Béatrice
B
Zard
Samir Z
SZ