Work

Rhodium-catalyzed 1,3-acyloxy migration and subsequent intramolecular [4+2] cycloaddition of vinylallene and unactivated alkyne

Year: 2012

Type: article

Abstract: A Rh-catalyzed 1,3-acyloxy migration of propargyl ester followed by intramolecular [4+2] cycloaddition of vinylallene and unactivated alkyne was developed. This tandem reaction provides access to bicyclic compounds containing a highly functionalized isotoluene or cyclohexenone structural motif, while only aromatic compounds were observed in related transition metal-catalyzed cycloadditions.

Source: Chemical Communications

DOI: 10.1039/c2cc17406e

Authors: Suyu Huang, Xiaoxun Li, Claire L. Lin, Ilia A. Guzei, Weiping Tang

Institutions: University of Wisconsin–Madison, Xiamen University, University of Wisconsin System

Language: English

Topic: Catalytic Alkyne Reactions

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