DIHYDROPYRIDINONE APPROACH TO MANZAMINES - AN EXPEDIENT CONSTRUCTION OF THE TETRACYCLIC CORE OF MANZAMINE-A

Authors
NAKAGAWA M TORISAWA Y HOSAKA T TANABE K DATE T OKAMURA K HINO T
Citation
M. Nakagawa et al., DIHYDROPYRIDINONE APPROACH TO MANZAMINES - AN EXPEDIENT CONSTRUCTION OF THE TETRACYCLIC CORE OF MANZAMINE-A, Tetrahedron letters, 34(28), 1993, pp. 4543-4546
Citations number
23
Categorie Soggetti
Chemistry Inorganic & Nuclear
Journal title
Tetrahedron letters → ACNP
ISSN journal
00404039
Volume
34
Issue
28
Year of publication
1993
Pages
4543 - 4546
Database
ISI
SICI code
0040-4039(1993)34:28<4543:DATM-A>2.0.ZU;2-4
Abstract
A construction of the central tetracyclic core (19) of manzamine A (1) was successfully achieved by a highly efficient Diels-Alder reaction of the suitably protected dihydropyridinones (5) and Danishefsky's die ne as a key strategy. Expedient conversion of the D-A product (7) to t he precursor (15) was followed by the azocine lactam ring closure to f urnish the titled core.