Journal
ORGANIC LETTERS
Volume 5, Issue 23, Pages 4429-4432Publisher
AMER CHEMICAL SOC
DOI: 10.1021/ol0357245
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A mild and efficient methodology involving PdCl2-catalyzed cyclocarbonylation of 2-alkynols with CuCl2 for the synthesis of (Z)-alpha-chloroalkylidene-beta-lactones was developed. Using the readily available optically active propargylic alcohols allows convenient synthesis of the corresponding (Z)-alpha-chloroalkylidene-beta-lactones with high ee values. cis-Chloropalladation was observed as the major pathway, which is unique as compared to the reported data.
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