Chiral N , N ′-Dioxide/Magnesium(II)-Catalyzed Enantioselective [3,3]-Sigmatropic Rearrangement of 3-Propargyloxyflavones
Abstract
'-dioxide/Mg(II) catalytic system was developed for the efficient promotion of the enantioselective [3,3]-sigmatropic rearrangement of 3-propargyloxyflavones. Diverse allene-containing 3-propargyloxyflavone derivatives were thus obtained in moderate to good yields and excellent ee values. Mechanism investigations revealed that water serves as an accelerator for this transformation, while the C-H···π interaction between the catalyst and the chromone substrates constitutes a rational explanation for chiral recognition.
Fields of Study & Subjects
Asymmetric Synthesis and Catalysis
Synthesis of Organic Compounds
Organic Chemistry Synthesis Methods
Publication details
- Journal / source
- Organic Letters
- Volume
- 28
- Issue
- 10
- Pages
- 3185–3190
- Publication date
- 25 February 2026
- Language
- EN