Direct formation of epoxyalkylcopper reagents from activated copper and epoxyalkyl bromides and their intranolecular cyclizations

Autor: Tse-Chong Wu, Reuben D. Rieke
Rok vydání: 1988
Předmět:
Zdroj: Tetrahedron Letters. 29:6753-6755
ISSN: 0040-4039
DOI: 10.1016/s0040-4039(00)82446-6
Popis: Epoxyalkylcopper compounds have readily been prepared by the direct oxidative addition of active copper to epoxyalkyl halides. The intramolecular cyclization of the epoxyalkylcopper reagents via an epoxide cleavage process is described. Significantly, many functional groups can be present in the bromoepoxides yielding highly functionalized carbocycles. The regioselectivity of this cyclization is affected by the connecting chain length, substitution pattern, reaction solvent, and the CuI-phosphine complex used to generate the copper.
Databáze: OpenAIRE