Tetrahedron p. 4603 - 4610 (1991)
Update date:2022-08-04
Topics:
Ruzziconi, Renzo
Naruse, Yuji
Schlosser, Manfred
1-Oxa-2,3-cyclohexadiene can be readily generated by treatment of 5-bromo-3,4-dihydro-2H-pyran with potassium tert-butoxide in the presence of "18-crown-6" and can be trapped with dienes or olefins. The remarkable regio- and stereoselectivities with which [4+2] and [2+2] adducts are formed suggests a concerted, non-radical cycloaddition mechanism.
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