Hetero Diels-Alder cyclocondensation of F-alkyl aldehydes with the Danishefsky diene

Article abstract of DOI:10.1016/S0040-4039(97)01366-X

The heterocyclocondensation of F-alkylated aldehydes R(F)(CH₂)(n)CHO with Danishefsky's diene depends on the mutual vicinity of the carbonyl and the F-alkyl chain: when n=4 it leads to 4-oxo pyr-2-ene 4, but when n=O the trimethylsilyloxypyrene 3 without methoxy elimination only results.