6533b7dcfe1ef96bd1272bbb
RESEARCH PRODUCT
Enantioselective Friedel-Crafts reaction of hydroxyarenes with nitroenynes to access chiral heterocycles via sequential catalysis
Marc Montesinos-magranerFrancisco Cernicharo-toledoJosé R. PedroCarlos VilaCarles Lluna-galánGonzalo Blaysubject
TandemOrganic ChemistryEnantioselective synthesisSquaramideBiochemistryCatalysischemistry.chemical_compoundchemistryCatàlisiPhenolOrganic chemistryPhysical and Theoretical ChemistryEnantiomeric excessFriedel–Crafts reactionQuímica orgànicadescription
Naphthols, hydroxyindoles and an activated phenol are reacted with differently substituted (E)-nitrobut-1-en-3-ynes using the commercially available Rawal's chiral squaramide. The corresponding β-nitroalkynes were obtained with good yields and excellent enantioselectivities. Moreover, dihydronaphthofurans can be accessed via silver catalysed cyclization in a tandem one-pot procedure, with high preservation of the optical purity.
| year | journal | country | edition | language |
|---|---|---|---|---|
| 2021-08-06 |