Highly anti-selective conjugate addition of arylcuprates to a γ-alkoxy-α,β-enoate. A new method to address stereochemical challenges presented by Amaryllidaceae alkaloids |
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Authors: | Madhuri Manpadi |
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Affiliation: | Department of Chemistry, New Mexico Institute of Mining and Technology, Socorro, NM 87801, USA |
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Abstract: | Various substituted arylcuprates undergo stereocontrolled additions to a d-mannitol-derived γ-alkoxy-α,β-enoate with exclusive anti-selectivity. The method is well suited for the preparation of a broad range of biologically active Amaryllidaceae alkaloids and their aromatic analogues. A model accounting for the stereochemical outcome of this process is presented. |
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Keywords: | Acyclic stereoselection Arylcuprate Amaryllidaceae alkaloids |
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