Synthesis of Optically Active Organofluorides by Ring Opening of Oxazolidinone-Fused Aziridines

Hung Che Chen, Chi Yun Liu, Venkatachalam Angamuthu, Wei Chen Chen, Chi Sheng Wen, Duen Ren Hou

Research output: Contribution to journalArticlepeer-review

2 Scopus citations

Abstract

A general method for synthesizing optically active, primary, secondary, and tertiary organofluorides was developed. This chiral pool synthesis utilized the skeleton of arabinose to generate diastereomerically pure 2-oxazolidinone-fused aziridines, which underwent ring opening with a fluoride anion. The adducts, polyoxygenated organofluorides, were useful precursors to various fluorinated compounds, such as fluorinated amino acids.

Original languageEnglish
Pages (from-to)190-194
Number of pages5
JournalOrganic Letters
Volume25
Issue number1
DOIs
StatePublished - 13 Jan 2023

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