Transannular nitrone cycloaddition. A stereocontrolled entry to the spirocyclic core of pinnaic acid

Authors
White, JD Blakemore, PR Korf, EA Yokochi, AFT
Citation
Jd. White et al., Transannular nitrone cycloaddition. A stereocontrolled entry to the spirocyclic core of pinnaic acid, ORG LETT, 3(3), 2001, pp. 413-415
Citations number
29
Categorie Soggetti
Organic Chemistry/Polymer Science
Journal title
ORGANIC LETTERS
ISSN journal
15237060 → ACNP
Volume
3
Issue
3
Year of publication
2001
Pages
413 - 415
Database
ISI
SICI code
1523-7060(20010208)3:3<413:TNCASE>2.0.ZU;2-G
Abstract
[GRAPHICS] Thermolysis of lactone 18 initiated a stereospecific transannular nitrone-o lefin [3 + 2] cycloaddition to yield tetracycle 19, Methanolysis followed b y reductive cleavage of the isoxazolidine yielded 20, representing the azas pirocyclic core of pinnaic acid (1).