Total synthesis of nothapodytine b and (-)-mappicine
Published
Journal Article
Concise total syntheses of naturally occurring nothapodytine B (1, mappicine ketone) and ( - )-mappicine (3) are detailed. The approach is based on the implememation of a room-temperature, inverse electron demand Diels-Alder reaction of the N-sulfonyl-1-aza-1.3-butadiene 11 for assemblage of a pyridone 1) ring precursor central to the structure. A Friedlander condensation is utilized for constructing the AB ring system of 1 and 3. An acid-catalyzed reaction sequence is used to accomplish a deprotection with subsequent ring-closure for introduction of the C ring in a single step.
Full Text
Duke Authors
Cited Authors
- Boger, DL; Hong, J
Published Date
- February 18, 1998
Published In
Volume / Issue
- 120 / 6
Start / End Page
- 1218 - 1222
International Standard Serial Number (ISSN)
- 0002-7863
Digital Object Identifier (DOI)
- 10.1021/ja973007y
Citation Source
- Scopus