Synfacts 2008(2): 0167-0167  
DOI: 10.1055/s-2007-992492
Metal-Catalyzed Asymmetric Synthesis and Stereoselective Reactions
© Georg Thieme Verlag Stuttgart · New York

Diastereoselective Synthesis of Substituted 1,3-Dioxepins

Contributor(s): Mark Lautens, Frédéric Ménard
C. G. Nasveschuk, J. D. Frein, N. T. Jui, T. Rovis*
Colorado State University, Fort Collins, USA
Further Information

Publication History

Publication Date:
23 January 2008 (online)

Significance

The intermolecular Heck reaction is very challenging and only few methods lead to good diastereoselectivity. The protocol developed uses modified Jeffery conditions. It was shown that substituted 1,3-dioxepins can be obtained with high diastereoselectivity. The synthetic use of 1,3-dioxepins was demonstrated in ring-contraction reactions.