Synthesis of highly functionalised chiral 2-Fluoropiperidine

Abstract

In conclusion, this project was a continuation of the earlier efforts brought about by Benhamidat and Cherak in synthesis of highly functionalised chiral 2-fluoropiperidine from glucosamine using the Suarez reaction. Among my objectives was to develop a new methodology of synthesis of highly functionalised chiral 2-fluoropiperidine with the usage of the least number of steps to obtain intermediate A which would then be subject to the Suarez scissor reaction. In this project we were able to investigate three synthesis methodologies, in the first two methodologies, we were able to investigate the amine protection using Fmoc-cl and (Boc)2O protections. In the third methodology we investigated the Phthalimide protection, going as far as the deacetylation of the anomeric alcohol. The most notable contribution our work involves the different methodologies and protocols recorded for the amine protection which yielded insightful results. Despite the challenges encountered, I believe the positive results obtained would serve as a basis for the continuation of this project in the future.