Total syntheses of (+/-)-preussomerins G and I

Authors
Chi, S Heathcock, CH
Citation
S. Chi et Ch. Heathcock, Total syntheses of (+/-)-preussomerins G and I, ORG LETT, 1(1), 1999, pp. 3-5
Citations number
31
Categorie Soggetti
Organic Chemistry/Polymer Science
Journal title
ORGANIC LETTERS
ISSN journal
15237060 → ACNP
Volume
1
Issue
1
Year of publication
1999
Pages
3 - 5
Database
ISI
SICI code
1523-7060(19990715)1:1<3:TSO(GA>2.0.ZU;2-B
Abstract
Preussomerins G and I (2 and 3) have been synthesized for the first time. T he key reaction in the synthesis is a possibly biomimetic tautomerization r eaction depicted in Scheme 3 and the foregoing graphic. The driving force f or this interesting rearrangement is primarily derived from the increase in resonance energy associated with converting a naphthalene ring into two is olated benzene rings.