213532-24-2Relevant academic research and scientific papers
Synthesis of 5-oxatrienes: Useful intermediates for the preparation of hexahydrobenzofuran structures by intramolecular Diels-Alder reaction
Deagostino, Annamaria,Prandi, Cristina,Venturello, Paolo
, p. 1149 - 1152 (1998)
The metalation with the Schlosser's base LICKOR (alkyl-lithium potassium alcoholate) at the γ-terminus, selectively induces 1,4-elimination reaction in cyclic α,β-unsaturated acetals, and in this way hydroxy-functionalized (E)-buta-1,3-dienes are obtained. Subsequent oxidation with TPAP gives the aldehyde group, which easily leads to trienic derivatives, suitable for intramolecular Diels-Alder cycloaddition to hexahydrobenzofuran structures.
