Issue 7, 2009

Advanced approach to polycyclics by a synergistic combination of enyne metathesis and Diels–Alder reaction

Abstract

Enyne metathesis (EM) has widely been used to prepare various synthetic and natural products. Further, a sequential use of EM and Diels–Alder (DA) reactions generates highly functionalized and intricate polycarbocycles and heterocyclic frameworks. In this critical review we describe the application of a unique combination of EM and DA reactions to prepare various amino acid derivatives, natural products and heterocycles. Some of the heterocyclic targets include cyclic peroxides, siloxanes and various nitrogen (or oxygen) containing compounds. Use of ethylene and cyclooctadiene (COD) for improving the yield of EM products are also discussed (69 references).

Graphical abstract: Advanced approach to polycyclics by a synergistic combination of enyne metathesis and Diels–Alder reaction

Article information

Article type
Critical Review
Submitted
30 Jul 2008
First published
03 Apr 2009

Chem. Soc. Rev., 2009,38, 2065-2092

Advanced approach to polycyclics by a synergistic combination of enyne metathesis and Diels–Alder reaction

S. Kotha, M. Meshram and A. Tiwari, Chem. Soc. Rev., 2009, 38, 2065 DOI: 10.1039/B810094M

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