Jump to main content
Jump to site search


One-pot Asymmetric Synthesis of Spiro[dihydrofurocoumarin/ pyrazolone] Scaffolds by Michael Addition/I2-Mediated Cyclization Sequence

Abstract

An asymmetric formal one-pot reaction of 4-hydroxycoumarins with unsaturated pyrazolones has been developed by merging a chiral bifunctional organocatalyst with molecular iodine, which furnished a series of optically active spiro[dihydrofurocoumarin/pyrazolone] heterocycles with a spiro quaternary stereogenic centers in moderate to excellent yields (up to 99%) with excellent diastereoselectivities (up to >99:1 dr) and good to excellent enantioselectivities (up to 99% ee). The application in gram-scale synthesis of chiral spiro[dihydrofurocoumarin/pyrazolone] compounds was also successfully realized.

Back to tab navigation

Supplementary files

Publication details

The article was received on 22 Apr 2017, accepted on 14 Jun 2017 and first published on 15 Jun 2017


Article type: Paper
DOI: 10.1039/C7OB00986K
Citation: Org. Biomol. Chem., 2017, Accepted Manuscript
  •   Request permissions

    One-pot Asymmetric Synthesis of Spiro[dihydrofurocoumarin/ pyrazolone] Scaffolds by Michael Addition/I2-Mediated Cyclization Sequence

    A. Xia, X. Zhang, C. Tang, K. Feng, X. Du and D. Xu, Org. Biomol. Chem., 2017, Accepted Manuscript , DOI: 10.1039/C7OB00986K

Search articles by author

Spotlight

Advertisements