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Synthesis of the pentacylic core of (+)-salvileucalin B.

Authors
  • Taber, Douglass F
  • Paquette, Craig M
Type
Published Article
Journal
The Journal of Organic Chemistry
Publisher
American Chemical Society
Publication Date
Apr 18, 2014
Volume
79
Issue
8
Pages
3410–3413
Identifiers
DOI: 10.1021/jo500164x
PMID: 24661149
Source
Medline
License
Unknown

Abstract

A concise preparation of the prochiral pentacyclic core of (+)-salvileucalin B is presented. The key feature in the synthesis is the Cu-catalyzed intramolecular cyclopropanation of a symmetrical indane-derived α-diazo β-keto ester. This symmetry is carried through the remainder of the synthesis. This practical approach could allow the ready preparation of derivatives for further chemical and biological studies of this class of natural products.

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