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 epoxida- tion-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.

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