Article ID | Journal | Published Year | Pages | File Type |
---|---|---|---|---|
5282031 | Tetrahedron Letters | 2006 | 5 Pages |
Abstract
The treatment of γ-lactones having a sulfinyl group at the γ-position, which were synthesized from 1-chlorovinyl p-tolyl sulfoxides with lithium enolate of carboxylic esters, with isopropyl magnesium chloride in THF at â78 °C gave γ-chloromagnesio γ-lactones by the sulfoxide-magnesium exchange reaction in high yields. The generated γ-chloromagnesio γ-lactones were found to be stable at below â50 °C for at least 2 h. The reaction of these γ-chloromagnesio γ-lactones with electrophiles and the stereochemistry of the reactions were investigated.
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Related Topics
Physical Sciences and Engineering
Chemistry
Organic Chemistry
Authors
Shimpei Sugiyama, Hitomi Shimizu, Tsuyoshi Satoh,