Organic Chemistry Portal

Abstracts

Search:

Catalytic Diastereoselective Reductive Claisen Rearrangement

Steven P. Miller and James P. Morken*

*Department of Chemistry, Venable and Kenan Laboratories, The University of North Carolina at Chapel Hill, Chapel Hill, North Carolina 27599-3290, Email: morkenunc.edu

S. P. Miller, J. P. Morken, Org. Lett., 2004, 60, 2743-2745.

DOI: 10.1021/ol026273b (free Supporting Information)


Abstract

An ester enolate Claisen rearrangement was catalyzed by [(cod)RhCl]2 and MeDuPhos with good yields and diastereocontrol. The mild reaction conditions tolerate base-sensitive functionalities.


Zusammenfassung

Eine Ester-Enolat-Claisen-Umlagerung mit guten Ausbeuten und Diastereoselektivitäten wurde durch [(cod)RhCl]2 und MeDuPhos katalysiert. Die milden Reaktionsbedingungen tolerieren Basen-sensitive, funktionelle Gruppen.

see article for more examples



Key Words

Ireland-Claisen Rearrangement


Schlüsselworte

Ireland-Claisen-Umlagerung


ID: J72-Y2002-860