Abstract:
The enantioselective synthesis of 2-isopropenyl-2,3-dihydrobenzofurans, 4-(2,3-dihydrobenzofuran-2-yl)-2-methylbut-3-en-2-ols, 2-hydroxymethylchromans, and 4-chroman-2-yl-2-methyl-but-3-en-2-ols has been achieved using Sharpless asymmetric epoxidation-derived enantiomerically enriched epoxy alcohols as chiral building blocks. A phenolate ion-mediated intramolecular epoxide ring opening reaction was the key step for every cyclization reaction.
