Copper-catalyzed regio- and stereoselective hydroallylation of thioalkynes with allylboronates: a facile and convenient synthesis of 1, 4-dienes. Issue 21 (20th May 2015)

• Record Type: Journal Article
• Authors: Kong, Wei; Che, Chao; Kong, Lichun; Zhu, Gangguo
• Is Part Of: Tetrahedron letters. Volume 56:Issue 21(2015)
• Page Start: 2780
• Page End: 2782
• Publication Date: 2015-05-20
• Subjects: Thioalkyne -- Hydroallylation -- Copper -- 1, 4-Diene; Chemistry, Organic -- Periodicals; 547.005
• DOI: 10.1016/j.tetlet.2015.04.036
• Languages: English
• ISSNs: 0040-4039

Abstract

Graphical abstract: Abstract: A Cu-catalyzed, highly regio-, and stereoselective hydroallylation of thioalkynes has been developed with allylboronates as the allylating reagents, providing stereodefined 1, 4-dienyl sulfides in good to excellent yields under very mild reaction conditions. The resulting products can been smoothly converted into skipped dienes by a Ni-catalyzed coupling of C–S bonds with Grignard reagents, thus offering a novel efficient method for the regio- and stereoselective synthesis of 1, 4-dienes.