Tandem radical cyclizations with iodoaryl azides: Formal total synthesis of (+/-)-aspidospermidine

Authors
Patro, B Murphy, JA
Citation
B. Patro et Ja. Murphy, Tandem radical cyclizations with iodoaryl azides: Formal total synthesis of (+/-)-aspidospermidine, ORG LETT, 2(23), 2000, pp. 3599-3601
Citations number
34
Categorie Soggetti
Organic Chemistry/Polymer Science
Journal title
ORGANIC LETTERS
ISSN journal
15237060 → ACNP
Volume
2
Issue
23
Year of publication
2000
Pages
3599 - 3601
Database
ISI
SICI code
1523-7060(20001116)2:23<3599:TRCWIA>2.0.ZU;2-K
Abstract
[GRAPHICS] An iodoazide radical cascade cyclization strategy has been used as the key step in a formal synthesis of aspidospermidine. Specifically, this step gen erated the alkaloid's B- and E-rings in the ethylidene functionalized tetra cycle 5. In turn, this was converted into pentacycle 25, a known advanced s ynthetic precursor of aspidospermidine.