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Beta-elimination reactions by using samarium diiodide.

Chemical Society reviews (2004-12-14)
Jose M Concellón, Humberto Rodríguez-Solla
ABSTRACT

The development of methodologies for the formation of carbon-carbon double bonds could be considered one of the most important challenges in organic synthesis. To this end, beta-elimination reactions in 1,2-difunctionalised substrates have been one of the most important means of generating C=C bonds. This review is intended to highlight the use of SmI2 in beta-elimination procedures, such that the organization of this revision highlights conventional beta-elimination processes which are promoted by samarium diiodide. The synthetic applications of SmI2 will be covered, and 1,2-elimination reactions which are involved in sequential reactions promoted by samarium diiodide, will also be illustrated. These methodologies along with the more recent developments in the area are discussed in this tutorial review.

MATERIALS
Product Number
Brand
Product Description

Sigma-Aldrich
Samarium, −40 mesh, 99% trace rare earth metals basis
Samarium, foil, not light tested, 50x50mm, thickness 0.025mm, as rolled, 99%
Samarium, rod, 50mm, diameter 6.35mm, cast, 99%
Samarium, foil, not light tested, 25x25mm, thickness 0.025mm, as rolled, 99%
Samarium, foil, not light tested, 25x25mm, thickness 0.005mm, as rolled, 99%
Samarium, rod, 100mm, diameter 6.35mm, cast, 99%