Abstract
The enantioselective synthesis of 2-isopropenyl-2,3-dihydrobenzofurans,
4-(2,3-dihydrobenzofuran-2-yl)-2-methylbut-3-en-2-ols, 2-hydroxymethyl
chromans, and 4-chroman-2-yl-2-methylbut-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.
Key words
2-isopropenyl-2,3-dihydrobenzofuran - 2-hydroxymethyl
chromans - epoxidation - epoxides - polycycles - ring opening
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