One‐Pot Zinc‐Promoted Asymmetric Alkynylation/Brook‐Type Rearrangement/Ene–Allene Cyclization: Highly Selective Formation of Three New Bonds and Two Stereocenters in Acyclic Systems

P. V. Smirnov, Jomon Mathew, Anne Nijs, Einat Katan, Miriam Karni, Carsten Bolm, Yitzhak Apeloig, Ilan Marek

Angewandte Chemie · 2013 · 23 citations · 69 references

Concepts

Abstract

Eine Eintopfsequenz aus asymmetrischer Acylsilan-Alkinylierung, Tandem-Brook-Umlagerung/Zn-En-Allen-Cyclisierung, Addition eines Elektrophils und abschließender Oxidation baut hoch selektiv zwei Stereozentren und drei neue Bindungen auf (siehe Schema). Der einfache Syntheseansatz führt direkt zu komplexen Produkten mit hoher Funktionalisierungsdichte. As a service to our authors and readers, this journal provides supporting information supplied by the authors. Such materials are peer reviewed and may be re-organized for online delivery, but are not copy-edited or typeset. Technical support issues arising from supporting information (other than missing files) should be addressed to 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.

References

69