CYCLOADDITIONS OF 6-SILYLOXYFULVENES:ACCES TO 7-NORBORN-5-ENYL AND 7-NORBORNA-2,5-DIENYLALDEHYDES AND KETONES

Article abstract of DOI:10.1016/S0040-4039(00)99649-7

Reactions of 6-silyloxy-6-alkyl-fulvenes with dimethyl acetylenedicarboxylate, maleic anhydride and 2-chloroacrylonitrile resulted in the formation of expected 7-substituted bicyclo<2.2.1>hepta-2,5-diene and hept-5-ene derivatives.Treatment of these adducts with Bu4NF produced the 7-norborn-5-enyl and 7-norborno-2,5-dienyl aldehydes and ketones in good yields.