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Total synthesis of 7-deoxy-6-O-methylfusarentin featuring a chelation-controlled 1,3-Reetz-Keck-type allylation
Timothy N Trotter1, Aymara M M Albury, Michael P Jennings
1Department of Chemistry, 250 Hackberry Lane, The University of Alabama, Tuscaloosa, Alabama 35487-0336, USA.
Abstract:
The total synthesis of 7-deoxy-6-O-methylfusarentin (1) and a formal synthesis of 7-deoxy-6,8-O-dimethylfusarentin (2) has been successfully achieved in 10 steps. The described tactic underscores a diastereoselective strategy which incorporates a single acyclic reaction based on the initial stereocenter by means of a 1,3-chelation-controlled Reetz-Keck-type allylation.
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