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Communication | Special issue | Vol 97, No. 1, 2018, pp.151-157
Published online, 23rd January, 2018
DOI: 10.3987/COM-17-S(T)9
Fine Chemicals from a Biomass-Derived Dicarboxylic Acid: Chiral Bisoxazolines and Their Application in Enantioselective Diels-Alder Reactions

Sermadurai Selvakumar, Alisa Fairweather, Angel Ugrinov, and Mukund P. Sibi*

*Department of Chemistry, North Dakota State University, Fargo, North Dakota, 58105-5516, U.S.A.

Abstract

2,5-Furandicarboxylic acid (FDCA) is a feedstock chemical readily available from cellulosic biomass. Six chiral bisoxazolines varying in the steric size of the blocking group have been synthesized from FDCA in modest to good overall yields. The effectiveness of the new chiral bisoxazolines has been evaluated in enantioselective Diels-Alder reactions.