Rossa, T.A.; Neville, J.C.; Jun, S.P.; Söhnel, T.; Sperry, J. Expanding Heteroaromatic and 2-Aminosugar Chemical Space Accessible from the Biopolymer Chitin. Chemistry2023, 5, 1998-2008.
Rossa, T.A.; Neville, J.C.; Jun, S.P.; Söhnel, T.; Sperry, J. Expanding Heteroaromatic and 2-Aminosugar Chemical Space Accessible from the Biopolymer Chitin. Chemistry 2023, 5, 1998-2008.
Rossa, T.A.; Neville, J.C.; Jun, S.P.; Söhnel, T.; Sperry, J. Expanding Heteroaromatic and 2-Aminosugar Chemical Space Accessible from the Biopolymer Chitin. Chemistry2023, 5, 1998-2008.
Rossa, T.A.; Neville, J.C.; Jun, S.P.; Söhnel, T.; Sperry, J. Expanding Heteroaromatic and 2-Aminosugar Chemical Space Accessible from the Biopolymer Chitin. Chemistry 2023, 5, 1998-2008.
Abstract
Herein we report the expansion of the chemical space available from the chitin, accessible via the biogenic N-platforms 3A5AF, M4A2C and di-HAF. The biologically active heteroaromatics furo[3,2-d]pyrimidin-4-one and furo[3,2-d]pyrimidin-4-amine can be selectively accessed from 3A5AF and M4A2C, respectively. The chiral pool synthon di-HAF is a viable substrate for the Achmatowicz rearrangement, providing streamlined access to 2-aminosugars possessing a versatile hydroxymethyl group at C5.
Keywords
chitin; biomass; bio-based
Subject
Chemistry and Materials Science, Organic Chemistry
Copyright:
This is an open access article distributed under the Creative Commons Attribution License which permits unrestricted use, distribution, and reproduction in any medium, provided the original work is properly cited.
