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Letter

Total Syntheses of (±)-Preussomerins G and I

Supporting Info

Shannon Chi and Clayton H. Heathcock*

Department of Chemistry, University of California, Berkeley, California 94720

Org. Lett., 1999, 1 (1), pp 3–6

DOI: 10.1021/ol990020+

Publication Date (Web): May 17, 1999

In papers with more than one author, the asterisk indicates the name of the author to whom inquiries about the paper should be addressed.

, chh@steroid.cchem.berkeley.edu

Abstract

Preussomerins G and I (2 and 3) have been synthesized for the first time. The key reaction in the synthesis is a possibly biomimetic tautomerization reaction depicted in Scheme 3 and the foregoing graphic. The driving force for this interesting rearrangement is primarily derived from the increase in resonance energy associated with converting a naphthalene ring into two isolated benzene rings.

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History

Published In Issue July 15, 1999
Received April 8, 1999

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Letter

Total Syntheses of (±)-Preussomerins G and I