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Article Abstract
We report the unprecedented diastereoselective synthesis of novel [6,6,6]-trioxa-fused ketals AgOTf-catalyzed cascade annulation of 5-hexyn-1-ols (with primary or secondary hydroxyl groups) and aldehydes through a [2+2+1+1] pathway. In contrast, 5-hexyn-1-ols with tertiary hydroxyl groups yield hexahydro-2-chromenes a [3+1+1+1] pathway.
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AgOTf-catalyzed cascade annulation of 5-hexyn-1-ols and aldehydes: enabling the diastereoselective synthesis of [6,6,6]-trioxa-fused ketals and hexahydro-2-chromenes.
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We report the unprecedented diastereoselective synthesis of novel [6,6,6]-trioxa-fused ketals AgOTf-catalyzed cascade annulation of 5-hexyn-1-ols (with primary or secondary hydroxyl groups) and aldehydes through a [2+2+1+1] pathway. In contrast, 5-hexyn-1-ols with tertiary hydroxyl groups yield hexahydro-2-chromenes a [3+1+1+1] pathway.
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