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

Autor: Madhuri Manpadi, Alexander Kornienko
Rok vydání: 2005
Předmět:
Zdroj: Tetrahedron Letters. 46:4433-4437
ISSN: 0040-4039
DOI: 10.1016/j.tetlet.2005.05.006
Popis: 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.
Databáze: OpenAIRE