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Organocatalytic Cloke–Wilson Rearrangement: DABCO-Catalyzed Ring Expansion of Cyclopropyl Ketones to 2,3-Dihydrofurans

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NIAID Data Ecosystem2026-03-10 收录
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https://figshare.com/articles/dataset/Organocatalytic_Cloke_Wilson_Rearrangement_DABCO-Catalyzed_Ring_Expansion_of_Cyclopropyl_Ketones_to_2_3-Dihydrofurans/5043118
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资源简介:
An organocatalytic Cloke–Wilson rearrangement of cyclopropyl ketones to 2,3-dihydrofurans is exploited utilizing the homoconjugate addition process. With 1,4-diazabicyclo[2.2.2]­octane as the catalyst, the rearrangement in DMSO at 120 °C proceeded in generally high yields, exclusive regioselectivity, and a broad substrate scope. An examination of the mechanism including stereochemical analysis and intermediate isolation supports an SN1-type ring opening of the mechanism.
创建时间:
2017-05-25
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