Issue 9, 1982

Total synthesis of (+)-thermozymocidin (myriocin) from D-fructose

Abstract

A total synthesis of thermozymocidin (1) has been achieved using D-fructose as the chiral synthon; the key steps of the synthesis are the transformation of D-fructose into 2-amino-2-deoxy-2-hydroxymethyl-D-mannonic acid (4) and the stereoselective synthesis of the disubstituted (E)-double bond by reaction of the (E)-alkenylcuprate (17) with the tosylate (14).

Article information

Article type
Paper

J. Chem. Soc., Chem. Commun., 1982, 488-490

Total synthesis of (+)-thermozymocidin (myriocin) from D-fructose

L. Banfi, M. G. Beretta, L. Colombo, C. Gennari and C. Scolastico, J. Chem. Soc., Chem. Commun., 1982, 488 DOI: 10.1039/C39820000488

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