

ON THE PRINS REACTION OF TERMINAL OLEFINS AND FORMALDEHYDE IN TRIFLUOROACETIC ACID

Abstract
The Prins reaction of 1-heptene, as a representative terminal alkene, with formaldehyde in trifluoroacetic acid produces 3-butyl-4-(trifluoroacetoxy)tetrahydropyran and/or 3-butyl-4-hydroxytetrahydropyran; it does not provide (as previously reported by Talipov and coworkers) a route to 3-alkyl-2,5-dihydrofurans and 4-alkyl-3-hydroxytetrahydrofurans.
Keywords
formaldehyde; terminal alkenes; tetrahydropyrans; trifluoroacetic acid; Prins reaction
Latvian Institute of Organic Synthesis - Aizkraukles iela, 21, Riga, LV-1006, Latvia - hgs@osi.lv