Synthetic studies of pseurotin A: preparation of an advanced lactam aldehyde intermediate.
An efficient synthesis of the lactam core of pseurotin A has been accomplished. Key features of this synthesis include a tandem oxidation-cyclization to form the lactam from an acetylenic amide precursor. Although coupling of a lactam aldehyde with an appropriate side chain was not effective, it is anticipated that incorporating a partial side chain at an earlier stage should permit completion of the total synthesis of pseurotin A.
Mitchell
Judith M
JM
Department of Chemistry and Biochemistry, University of California, San Diego, La Jolla, CA 92093-0358, USA.
Finney
Nathaniel S
NS
D000447:Aldehydes / Q000138:chemical synthesis; D003500:Cyclization; D007769:Lactams / Q000138:chemical synthesis*; D010084:Oxidation-Reduction; D011760:Pyrrolidinones / Q000138:chemical synthesis*
D000447:Aldehydes; D007769:Lactams; D011760:Pyrrolidinones; C012013:pseurotin