Tetrahedron Letters p. 1463 - 1466 (1997)
Update date:2022-08-03
Topics:
Andres, Celia
Maestro, Gregorio
Nieto, Javier
Pedrosa, Rafael
Garcia-Granda, Santiago
Perez-Carreno, Enrique
2-(2'-Furfuryl)-N-acryloyl tetrahydro-1,3-benzoxazine 2a participates in diastereoselective intramolecular Diels-Alder reaction in very mild conditions leading to two diastereoisomeric exo-adducts with good diastereoselectivity. Chromatographic separation of both adduts, and further elimination of the menthol appendage allows to prepare enantiopure iso-indoline derivatives in excellent chemical yields.
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