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Total synthesis of malayamycin A and analogues
Authors:Stephen Hanessian  Stéphane Marcotte  Guobin Huang  Olivier Loiseleur
Affiliation:a Department of Chemistry, Université de Montréal, CP 6128, Station Centre-Ville, Montréal, QC H3C 3J7, Canada
b Syngenta Crop Protection AG, Switzerland
Abstract:The total synthesis of the bicyclic C-nucleoside malayamycin A is described starting with d-ribonolactone. A new method was developed to obtain preparatively important quantities of β-pseudouridine, which was used as an intermediate. The synthesis of a carba N-nucleoside analogue of malayamycin A is also described.
Keywords:C-Nucleoside  Thioglycoside  Ring closure metathesis  Perhydrofuropyran
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