Abstract
Reduction of the enantiopure β-amino esters 10 provides the γ-amnio alcohol 11 , which is condensed with 2,4-pentadione to afford 12 . Stepwise cyclization of 12 produced the cyclic enamine 13 , which is hydrogenated to deliver all cis-2,3,6-trisubstituted piperidine 14 . Using this reaction sequence and subsequent Baeyer–Villiger oxidation as the key step (−)-deoxocassine and (+)-azimic acid are synthesized.
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