SYNTHESIS OF MEDIUM-SIZED LACTONES BY COPPER(I) CATALYZED ATOM TRANSFER CYCLIZATION

Several omega-alkenyl dichloroacetates cyclize in moderate to excellent yields to 3,5-dichloro-oxocan-2-ones (8-membered ring lactones) when heated in benzene at 80-180-degrees-C in the presence of a catalytic amount of the cuprous chloride 2,2'-bipyridine complex.

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Bibliographic Details
Published inTetrahedron letters Vol. 33; no. 35; pp. 5141 - 5144
Main Authors PIRRUNG, FOH, STEEMAN, WJM, HIEMSTRA, H, SPECKAMP, WN
Format Journal Article
LanguageEnglish
Published OXFORD Elsevier 25.08.1992
Subjects
Chemistry
Chemistry, Organic
Physical Sciences
Science & Technology
TETRACHLOROMETHANE
ALKENES
REDUCTION
MECHANISM
RINGS
ESTERS
FREE-RADICAL CYCLIZATION
CONFORMATIONS
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Summary:Several omega-alkenyl dichloroacetates cyclize in moderate to excellent yields to 3,5-dichloro-oxocan-2-ones (8-membered ring lactones) when heated in benzene at 80-180-degrees-C in the presence of a catalytic amount of the cuprous chloride 2,2'-bipyridine complex.
ISSN:0040-4039
DOI:10.1016/S0040-4039(00)61212-1