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Catalytic Asymmetric Conjugate Addition/Oxidative Dearomatization Towards Multifunctional Spirocyclic Compounds

2011; Wiley; Volume: 123; Issue: 26 Linguagem: Inglês

10.1002/ange.201102069

1521-3757

Alena Rudolph, Pieter H. Bos, Auke Meetsma, Adriaan J. Minnaard, Ben L. Feringa,

Synthetic Organic Chemistry Methods

Naphthole mit einer α,β-ungesättigten Esterfunktion in der Seitenkette reagieren in einer CuI-katalysierten asymmetrischen konjugierten Addition mit anschließender CuII-vermittelter oxidativer Cyclisierung zu benzanellierten spirocyclischen Cyclohexenonen (siehe Schema). Dieses Eintopfverfahren führt zwei neue C-C-Bindungen und drei benachbarte Stereozentren ein und resultiert in hoch funktionalisierten Produkten. Detailed facts of importance to specialist readers are published as ”Supporting Information”. Such documents are peer-reviewed, but not copy-edited or typeset. They are made available as submitted by the authors. Please note: The publisher is not responsible for the content or functionality of any supporting information supplied by the authors. Any queries (other than missing content) should be directed to the corresponding author for the article.