Journal
JOURNAL OF ORGANIC CHEMISTRY
Volume 69, Issue 25, Pages 8979-8981Publisher
AMER CHEMICAL SOC
DOI: 10.1021/jo048460o
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Diphenyl diselenide catalyzes the halolactonization of unsaturated acids with N-halosuccinimides under mild conditions. The diselenide not only accelerates the reactions, but in some cases affords regiocontrol in favor of gamma-lactone products. Experiments show that the regioselectivity in favor of gamma-lactones is a result of kinetic rather than thermodynamic control.
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