alpha substitution in organophosphorus chemistry.

Title: alpha substitution in organophosphorus chemistry.
Identifier: AAI9207056
identifier: 9207056
Creator: Chakraborty, Subir K.
Contributor: Adviser: Robert Engel
Date: 1991
Language: English
Publisher: City University of New York.
Subject: Chemistry, Organic
Abstract: 1. An unique, simple and versatile synthetic scheme has been developed and utilized for the preparation of several alpha-aminoalkyl phosphonic acid di-ester analogues. They are analogues of several natural amino acids. The key step in this scheme is the alpha-halogenation of the alkyl phosphonates using NBS followed by S{dollar}\sb{lcub}\rm N{rcub}{dollar}2 displacement by azido group and subsequent reductive hydrogenolysis.;2. alpha-Halogenated alkyl phosphonates (achieved through reaction of Albuzov products with NBS) are converted to corresponding alpha-hydroxy phosphonic acids in two steps by first ester cleavage using BTMS to alpha-haloalkyl phosphonic acids and then subsequent hydrolysis with sodium hydroxide solution followed by Dowex treatment and fractional crystallization.
Type: dissertation
Source: PQT Legacy CUNY.xlsx
degree: Ph.D.