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Indium(III)-Catalyzed Asymmetric Hetero-Diels–Alder Reaction of Brassard-Type Diene with Aliphatic Aldehydes

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Figshare2016-02-23 更新2026-04-29 收录
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https://figshare.com/articles/dataset/Indium_III_Catalyzed_Asymmetric_Hetero_Diels_Alder_Reaction_of_Brassard_Type_Diene_with_Aliphatic_Aldehydes/2625634
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A highly diastereo- and enantioselective hetero-Diels–Alder (HDA) reaction of a Brassard-type diene with aliphatic aldehydes has been developed. The chiral N,N′-dioxide L2/In(OTf)3 complex was efficient toward the obtention of the corresponding β-methoxy-γ-methyl α,β-unsaturated δ-lactones in good yields (up to 86%) as well as dr and ee values (up to 97:3 cis/trans and 94% ee). In addition, the product 4a could be easily transformed into the methyl-protected epi-prelactone B by hydrogenation.
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2016-02-23
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