51034-71-0Relevant articles and documents
Synthesis and reactivity of cross-conjugated polyenones with a planar chirality
Marchand, Nathalie J.,Gree, Danielle M.,Martelli, Jacques T.,Gree, Rene L.,Toupet, Loic J.
, p. 5063 - 5072 (1996)
The complexes 6 are the first examples of a novel class of cross conjugated polyenones bearing a planar chirality introduced by an organometallic moiety. Their synthesis is described using, as a key intermediate, the easily accessible new phosphorane 9. The free double bond of the selectively protected polyenes 6 reacts efficiently, although with low diastereoselectivities, in Diels-Alder or 1,3 dipolar cycloaddition reactions or with nucleophiles. Cyclopentyl radical also adds to 6, and this is the first example of a radical reaction in the presence of carbonyliron complexes. Decomplexation of the various adducts leads, in good yields, to the corresponding polyfunctionalized free dienes, which can be of further synthetic use.
