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).
L. Banfi, M. G. Beretta, L. Colombo, C. Gennari and C. Scolastico, J. Chem. Soc., Chem. Commun., 1982, 488 DOI: 10.1039/C39820000488
To request permission to reproduce material from this article, please go to the Copyright Clearance Center request page.
If you are an author contributing to an RSC publication, you do not need to request permission provided correct acknowledgement is given.
If you are the author of this article, you do not need to request permission to reproduce figures and diagrams provided correct acknowledgement is given. If you want to reproduce the whole article in a third-party publication (excluding your thesis/dissertation for which permission is not required) please go to the Copyright Clearance Center request page.
Read more about how to correctly acknowledge RSC content.
Please wait while we load your content...