Work

Synthesis of Highly Functionalized Cyclohexenone Rings: Rhodium‐Catalyzed 1,3‐Acyloxy Migration and Subsequent [5+1] Cycloaddition

Year: 2010

Type: article

Abstract: Lead Rh-ole: Highly substituted cyclohexenones were prepared from cyclopropyl-substituted propargyl esters by using a [{Rh(CO)2Cl}2] catalyst. This metal catalyst promoted the 1,3-acyloxy migration of propargyl esters and a subsequent [5+1] cycloaddition of the resulting allenylcyclopropanes in the presence of CO with high regioselectivity.

Source: Angewandte Chemie International Edition

DOI: 10.1002/anie.201006881

Authors: Dongxu Shu, Xiaoxun Li, Min Zhang, Patrick J. Robichaux, Weiping Tang

Institution: University of Wisconsin–Madison

Language: English

Topic: Cyclopropane Reaction Mechanisms

Subfield: Organic Chemistry

Field: Chemistry

Domain: Physical Sciences

Open Access status: green

Funder: National Institute of General Medical Sciences

Award: Development of Cyclopropyl Metal Carbene Based Methods for Organic Synthesis