TY - JOUR
T1 - Diethyl chlorophosphite: A versatile reagent
AU - Jie, Zhou
AU - Rammoorty, Vebumani
AU - Fischer, B.
PY - 2002
Y1 - 2002
N2 - Diethyl chlorophosphite (DECP) was previously described as a reducing agent for nitro compounds to the corresponding amines (Fischer, B.; Sheihet, L. J. Org. Chem. 1998, 63, 393). Here, the utility of this reagent was extended to chemical conversions of other oxygenated functional groups. In this paper we report on the scope of the reaction of DECP with N-oxides, epoxides, sulfones, sulfoxides, hydroxylamines, ketoximes, and aldoximes. The chemoselectivity of DECP is described, and conditions for a stepwise multiple conversion of functional groups on the same molecule with this reagent are provided.
AB - Diethyl chlorophosphite (DECP) was previously described as a reducing agent for nitro compounds to the corresponding amines (Fischer, B.; Sheihet, L. J. Org. Chem. 1998, 63, 393). Here, the utility of this reagent was extended to chemical conversions of other oxygenated functional groups. In this paper we report on the scope of the reaction of DECP with N-oxides, epoxides, sulfones, sulfoxides, hydroxylamines, ketoximes, and aldoximes. The chemoselectivity of DECP is described, and conditions for a stepwise multiple conversion of functional groups on the same molecule with this reagent are provided.
UR - https://scholar.google.co.il/scholar?q=Diethyl+chlorophosphite+%E2%80%93+a+versatile+reagent&btnG=&hl=en&as_sdt=0%2C5
M3 - Article
VL - 67
SP - 711
EP - 719
JO - The Journal of Organic Chemistry
JF - The Journal of Organic Chemistry
IS - 3
ER -