Journal
ORGANIC CHEMISTRY FRONTIERS
Volume 6, Issue 18, Pages 3259-3263Publisher
ROYAL SOC CHEMISTRY
DOI: 10.1039/c9qo00886a
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Funding
- Czech Science Foundation [18-20645S]
- Charles University Grant Agency [1504217]
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In this study, we report an enantioselective synthesis of sulfur heterocycles containing the dihydro-2H-pyran moiety. The synthesis strategy is based on quinidine catalyzed formal [4 + 2] cycloaddition between 3-alkylidene benzo[b]thiophenes and allenoates, affording the corresponding cycloadducts in high yields (up to 95%) with high enantioselectivities (up to 99% ee). Moreover, cycloadducts can be isolated by simple filtration from the reaction media.
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