Synthesis of beta-chloro-alpha-aminophosphonate derivatives via the regioselective ring opening of unactivated aziridine-2-phosphonates

POLAT ÇAKIR S., Beksultanova N., DOĞAN Ö.

PHOSPHORUS SULFUR AND SILICON AND THE RELATED ELEMENTS, vol.193, no.12, pp.858-864, 2018 (SCI-Expanded) identifier identifier


A series of unactivated racemic and chiral aziridine-2-phosphonates were synthesized by modified Gabriel-Cromwell reaction. Ring opening reaction of the synthesized phosphonates by gaseous HCl provided access to a wide range of biologically interesting novel beta-chloro-alpha-aminophosphonates. All reactions toward each of the above-mentioned products can be conducted regioselectively in high yields.