Expeditious assembly of fused dihydropyranones via N-heterocyclic carbene-catalyzed tandem Michael addition/lactonization. Issue 6 (20th January 2017)

• Record Type: Journal Article
• Authors: Ren, Qiao; Li, Muyao; Yuan, Lujiang
• Is Part Of: Organic & biomolecular chemistry. Volume 15:Issue 6(2017)
• Page Start: 1329
• Page End: 1333
• Publication Date: 2017-01-20
• Subjects: Chemistry, Organic -- Periodicals; Bioorganic chemistry -- Periodicals; Chemistry, Physical organic -- Periodicals; 547
• DOI: 10.1039/c6ob02449a
• Languages: English
• ISSNs: 1477-0520

Abstract

Abstract : A convergent and efficient NHC-catalyzed enantioselective tandem Michael addition/lactonization sequence of ynals with 1, 2-dione is disclosed. This strategy expeditiously assembles the valuable optically active fused dihydropyranones in good to high yields and with excellent enantioselectivities. Abstract : A convergent and efficient NHC-catalyzed enantioselective tandem Michael addition/lactonization sequence of ynals with 1, 2-dione as the dual-nucleophile is disclosed. This straightforward strategy expeditiously assembles the synthetically and pharmaceutically valuable optically active fused dihydropyranones in good to high yields (70–88%) and with excellent enantioselectivities (92–99% ee).