Mechanistic Study of Asymmetric Binary-acid Catalysis with InⅢ in Enantioselective exo-[4+2] Cycload

来源 :手性中国2014学术研讨会 | 被引量 : 0次 | 上传用户:xuhaibin_213
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The Diels-Alder reaction, [4+2] cycloadditions between electronically matched dienes and dienophiles, is one of synthetic organic chemists text-book reactions.[1] Though Bronsted acids or Lewis acids as well as their chiral variants are well-known to promote asymmetric Diels-Alder reactions,[2] the application of typical acid catalysis with simple olefins has received rather limited successes.Mechanistically, the acid catalysis usually proceeds via non-covalent activation of the electron-deficient species (either dienophile or diene) (Scheme 1A), wherein the olefin component is invariably a by-stander.
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