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Highly stereoselective synthesis of exocyclic alkenes via cyclialkylation

โœ Scribed by Ei-ichi Negishi; Yantao Zhang; Vahid Bagheri


Publisher
Elsevier Science
Year
1987
Tongue
French
Weight
253 KB
Volume
28
Category
Article
ISSN
0040-4039

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โœฆ Synopsis


Treatment of stereodefined w-halo-2-iodoalkene derivatives (l), prepared via stereoselective addition reactions of alkynes, with either n_BuLi (1 equiv) or t-BuLi (2 equiv) can produce exccyclic alkenes whose isomeric purity is essentially 100%.


๐Ÿ“œ SIMILAR VOLUMES


Stereoselective synthesis of dibenzoxapi
โœ Hannah Yu; Rachel N. Richey; Javier Mendiola; Marta Adeva; Carmen Somoza; Scott ๐Ÿ“‚ Article ๐Ÿ“… 2008 ๐Ÿ› Elsevier Science ๐ŸŒ French โš– 131 KB

A stereoselective method for the preparation of dibenzoxapine containing tetrasubstituted exocyclic E-alkenes has been developed. The key reaction involves an intramolecular cyclocarbopalladation of alkynes to form a vinylpalladium species and subsequently coupling the vinylpalladium with methylboro