Total synthesis of (+)-thermozymocidin (myriocin) from D-fructose
- 1 January 1982
- journal article
- research article
- Published by Royal Society of Chemistry (RSC) in Journal of the Chemical Society, Chemical Communications
- No. 9,p. 488-490
- https://doi.org/10.1039/c39820000488
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).Keywords
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