Download PDF
Synfacts 2007(10): 1101-1101  
DOI: 10.1055/s-2007-968999
Organo- and Biocatalysis
© Georg Thieme Verlag Stuttgart · New York

Phosphine-Catalyzed Intramolecular Formal [3+2] Cycloaddition

Contributor(s): Benjamin List, Subhas Chandra Pan
L.-W. Ye, X.-L. Sun, Q.-G. Wang, Y. Tang
Shanghai Institute of Organic Chemistry, P. R. of China
Further Information

Publication History

Publication Date:
07 November 2007 (online)

    Permissions and Reprints

Significance

The authors report a phosphine-catalyzed intramolecular diastereoselective formal [3+2] cycloaddition for the construction of bicyclo [4.3.0] and [3.3.0] ring systems. A mixture of tri­phenyl phosphine and Na2CO3 was suitable for the generation of bicyclo[4.3.0] compounds, and the combination of triphenyl phosphine and Cs2CO3 was found to be the best condition for the construction of [3.3.0] ring systems. With 20 mol% of the triphenyl phosphine catalyst, good to excellent yields were obtained for different substrates.