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Asymmetric catalytic [4+3] cycloaddition of ortho-quinone methides with oxiranes.
- Source :
-
Chemical Communications . 3/25/2021, Vol. 57 Issue 24, p3018-3021. 4p. - Publication Year :
- 2021
-
Abstract
- Catalytic enantioselective [4+3] cycloaddition reaction between o-quinone methides and oxiranes was achieved by using a chiral N,N′-dioxide/TbIII complex as the catalyst, affording medium-sized hydrodioxepine derivatives in high yields (up to 99%) with good to excellent diastereo-(up to 94 : 6 dr) and enantioselectivities (up to 97% ee). The topographic steric maps and distribution of the buried volume (% VBur) of the catalysts via Cavallo's SambVca 2 tool were collected to effectively represent the chiral pocket of metal complexes of chiral N,N′-dioxides. [ABSTRACT FROM AUTHOR]
Details
- Language :
- English
- ISSN :
- 13597345
- Volume :
- 57
- Issue :
- 24
- Database :
- Academic Search Index
- Journal :
- Chemical Communications
- Publication Type :
- Academic Journal
- Accession number :
- 149431153
- Full Text :
- https://doi.org/10.1039/d1cc00262g