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The total synthesis of pamamycin-607. Part 2: Synthesis of the C6-C18 domain
Authors:Benjamin H Fraser  Patrick Perlmutter
Institution:a School of Chemistry, Monash University, PO Box 23, Victoria 3800, Australia
b CSIRO Molecular Science, Bag 10 Clayton South, Victoria 3169, Australia
Abstract:Synthesis of the C6-C18 domain of pamamycin-607 was achieved in ten steps and 7% overall yield from commercially available d-norvaline. The key asymmetric transformations included a Paterson anti aldol addition, an anti selective reduction of the resultant β-hydroxy ketone and a cis selective Bartlett type ring closure.
Keywords:Tetrahydrofuran  Cyclisation  anti Aldol  Pamamycin  Stereoselective
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