کد مقاله | کد نشریه | سال انتشار | مقاله انگلیسی | نسخه تمام متن |
---|---|---|---|---|
1314334 | 1499367 | 2012 | 6 صفحه PDF | دانلود رایگان |

A series of γ,γ-difluoro-β-hydroxy-δ-lactones 1 were efficiently synthesized as new precursors of HMG-CoA reductase inhibitor in one pot by treatment of readily prepared gem-difluoromethylenated acetonides 3 with trifluoroacetic acid. Contrarily, acetonides 3 could be transformed to the γ,γ-gem-difluoromethylenated α,β-unsaturated δ-lactones 2 through hydrolyzation and lactonization in refluxing toluene.
A series of γ,γ-difluoro-β-hydroxy-δ-lactones 1 was efficiently synthesized as new precursors of HMG-CoA reductase inhibitor in one pot by treatment of readily prepared gem-difluoromethylenated acetonides 3 with trifluoroacetic acid. Contrarily, acetonides 3 could be transformed to the γ,γ-gem-difluoromethylenated α,β-unsaturated δ-lactones 2 through hydrolyzation and lactonization in refluxing toluene.Figure optionsDownload as PowerPoint slideHighlights
► CF2 group was first introduced to β-hydroxy δ-lactones at the γ-position.
► β-Hydroxy δ-lactones were synthesized as HMG-CoA reductase inhibitor precursors.
► Acetonides underwent cyclization to afford β-hydroxy δ-lactones promoted by TFA.
► Acetonides were transferred to α,β-unsaturated δ-lactones in refluxing toluene.
Journal: Journal of Fluorine Chemistry - Volume 133, January 2012, Pages 178–183