New pyridone approach: Total synthesis of mappicine ketone (nothapodytine B)

Authors
Mekouar, K Genisson, Y Leue, S Greene, AE
Citation
K. Mekouar et al., New pyridone approach: Total synthesis of mappicine ketone (nothapodytine B), J ORG CHEM, 65(17), 2000, pp. 5212-5215
Citations number
27
Categorie Soggetti
Chemistry & Analysis","Organic Chemistry/Polymer Science
Journal title
JOURNAL OF ORGANIC CHEMISTRY
ISSN journal
00223263 → ACNP
Volume
65
Issue
17
Year of publication
2000
Pages
5212 - 5215
Database
ISI
SICI code
0022-3263(20000825)65:17<5212:NPATSO>2.0.ZU;2-P
Abstract
A novel synthesis of mappieine ketone, which possesses strong selective act ivity against the herpes viruses HSV-1 and HSV-8, including those Acyclovir -resistant, and human cytomegalovirus (HCMN) has been efficiently accomplis hed. The synthesis highlights a new pyridone approach that effectively comb ines a double, intramolecular Michael addition in a conjugated ester-conjug ated amide with oxidation-decarboxylation of the resulting piperidone.