A convergent approach to the mitomycin ring system

Authors
Coleman, RS Chen, W
Citation
Rs. Coleman et W. Chen, A convergent approach to the mitomycin ring system, ORG LETT, 3(8), 2001, pp. 1141-1144
Citations number
30
Categorie Soggetti
Organic Chemistry/Polymer Science
Journal title
ORGANIC LETTERS
ISSN journal
15237060 → ACNP
Volume
3
Issue
8
Year of publication
2001
Pages
1141 - 1144
Database
ISI
SICI code
1523-7060(20010419)3:8<1141:ACATTM>2.0.ZU;2-W
Abstract
A novel stereoselective approach to the ring system of the mitomycins is de scribed. The synthesis was based on a convergent strategy involving a stere ocontrolled addition of a beta -phenyl silyl enol ether to a pyrroline N-ac yliminium ion followed by an intramolecular palladium-catalyzed aryl trifla te amination to afford the (9R*,9aR*)-tetrahydropyrrolo[1,2-a]indole ring s ystem.