Preparation and Synthetic Applications of 8-Oxabicyclo[3.2.1]oct-6-en-3-one Derivatives

Authors

  • Sylvain Favre
  • Sandrine Gerber-Lemaire
  • Pierre Vogel

DOI:

https://doi.org/10.2533/chimia.2008.221

Keywords:

[4 3]-cycloaddition, Furan derivatives, 2-oxyallyl cations, Polyketides, Two-direction chain elongation

Abstract

The development of efficient routes to multi-gram quantities of chiral synthons is a key issue in the total synthesis of natural products and analogues. The conformationally defined and rigid 8-oxabicyclo[3.2.1]oct-6-en-3-one template is an appealing starting material for the development of non-iterative approaches to polyoxygenated fragments that are found in a large variety of biologically relevant natural compounds. Desymmetrization and resolution procedures, stereoselective functionalizations and double-chain elongations represent attractive strategies for such synthetic challenges.

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Published

2008-04-30

How to Cite

[1]
S. Favre, S. Gerber-Lemaire, P. Vogel, Chimia 2008, 62, 221, DOI: 10.2533/chimia.2008.221.