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Formal Intermolecular 4 + 4 Approach to Cyclooctanoids: 4 + 3 Capture of the Nazarov Oxyallyl Intermediate with Simple 1,3-Dienes

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NIAID Data Ecosystem2026-03-06 收录
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Simple 1,4-dien-3-ones and 1,3-dienes react in the presence of BF3·OEt2 via a domino Nazarov electrocyclization/intermolecular [4 + 3]-cycloaddition sequence to furnish keto-bridged cyclooctenes in good yield. Most cases showed high diastereofacial selectivity and/or endo/exo selectivity, and surprising levels of regioselectivity were observed when isoprene was used as the diene partner.

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2016-08-20
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