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Synthesis of E- and Z-substituted methylene-3,4-dihydro-2H-1-benzopyrans by regio- and stereocontrolled palladium-catalyzed intramolecular cyclization

✍ Scribed by Olivier Barberan; Mouâd Alami; Jean-Daniel Brion

Publisher
Elsevier Science
Year
2001
Tongue
French
Weight
59 KB
Volume
42
Category
Article
ISSN
0040-4039

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✦ Synopsis

A stereocontrolled synthetic approach to E-and Z-substituted methylene-3,4-dihydro-2H-1-benzopyrans 5 is described from acyclic derivatives using as a key step the palladium-catalyzed intramolecular cyclic carbopalladation of iodoalkynes 4 followed by a carbonylation or a hydride ion capture process.

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