Electrophilic Substitution at Saturated Carbon. XXV. Structural Requirements for Functional Groups Centered around Second-Row Elements to Preserve Asymmetry of Carbanions1,2
A facile method for the synthesis of organophosphonates from alkenes and dialkyl phosphites was developed by the use of Mn(II) under air. Thus, the reaction of 1-octene with diethyl phosphite in the presence of Mn(OAc)(2) (5 mol %) under air at 90 degreesC led to diethyl octylphosphonate (78%) and diethyl (2-hexyl)decylphosphonate (6%). Internal alkenes such as cis-2-octene gave a regioisomeric mixture of the corresponding hydrophosphorylation products in 84% yields.
Pudowik; Konowalowa, Zhurnal Obshchei Khimii, 1959, vol. 29, p. 3342,3345; engl. Ausg. S. 3305, 3306
作者:Pudowik、Konowalowa
DOI:——
日期:——
Electrophilic Substitution at Saturated Carbon. XXV. Structural Requirements for Functional Groups Centered around Second-Row Elements to Preserve Asymmetry of Carbanions<sup>1,2</sup>