Organocatalytic asymmetric anti-selective Michael reactions of aldehydes and the sequential reduction/lactonization/Pauson-Khand reaction for the enantioselective synthesis of highly functionalized hydropentalenes.

作者: Bor-Cherng Hong , Nitin S. Dange , Po-Jen Yen , Gene-Hsiang Lee , Ju-Hsiou Liao

DOI: 10.1021/OL302527Z

关键词: ChemistryStereoselectivityReaction sequenceStereocenterPauson–Khand reactionMichael reactionEnantioselective synthesisOrganic chemistry

摘要: A new method has been developed for the enantioselective synthesis of highly functionalized hydropentalenes bearing up to four stereogenic centers with high stereoselectivity (up 99% ee). This process combines an organocatalytic anti-selective Michael addition a efficient one-pot reduction/lactonization/Pauson–Khand reaction sequence. The structures and absolute configurations products were confirmed by X-ray analysis.

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