Efficient synthesis of enynecarbamates and their ring-closing metathesis/[4 + 2] Diels-Alder cycloaddition: synthesis of hexahydroisoquinolines.
Enynes 5a-g were prepared in moderate to good yields from 1-(triphenylphosphoranylideneaminoalkyl)benzotriazoles. Ring-closing metathesis of 5a-f afforded functionalized dienes 6a-f, respectively, which were used in a Diels-Alder cycloaddition reaction in the synthesis of the corresponding hexahydroisoquinoline derivatives 7a-f.
Katritzky
Alan R
AR
Center for Heterocyclic Compounds, Department of Chemistry, University of Florida, Gainesville, Florida 32611-7200, USA. katritzky@chem.ufl.edu
Nair
Satheesh K
SK
Khokhlova
Tatyana
T
Akhmedov
Novruz G
NG