87512-67-2Relevant academic research and scientific papers
The Behaviour of 2H-1-Benzopyrans Toward Trialkylaluminium Reagents
Alberola, Angel,Ortega, Alfonso Gonzalez,Pedrosa, Rafael,Bragado, Jose L. Perez,Amo, Justo F. Rodriguez
, p. 1209 - 1212 (2007/10/02)
2H-1-Benzopyrans react with trialkylaluminium compounds by alkyl- and hydrogen-transfer to C-2 and C-4 to give the o-allylphenols (2), (3), and the (E)-o-propenylphenols (4) and (5).The site of attack and the ratio of alkyl- to hydrogen-transfer depend on the alkylaluminium used and on the size of the substituent at C-2 of the pyran.A mechanism involving reaction of the alkylaluminium with the quinone methanide (6), which is in equilibrium with the pyran (1), is in accord with all experimental results.
