Download PDF
Synfacts 2006(10): 1071-1071  
DOI: 10.1055/s-2006-949301
Polymer-Supported Synthesis
© Georg Thieme Verlag Stuttgart · New York

Solid-Phase Selenium-Catalyzed Selective Allylic Chlorination

Contributor(s): Yasuhiro Uozumi, Maki Minakawa
A. F. Barrero*, J. F. Quílez del Moral, M. Mar Herrador, M. Cortés, P. Arteaga, J. V. Catalán, E. M. Sánchez, J. F. Arteaga
University of Granada, Spain and Pontificia Universidad Católica de Chile, Santiago, Chile
Further Information

Publication History

Publication Date:
21 September 2006 (online)

    Permissions and Reprints

Significance

Regioselective chlorination of polyolefinic polyprenoids using NCS/polymer-supported selenenyl bromide is described. Reaction of polymer-supported selenyl bromide with polyolefinic polyprenoids 1 and N-chlorosuccinimide was performed in dichloromethane at room temperature to give the corresponding secondary allylic chlorides 2. This reaction was applied to the preparation of three bioactive terpenoids 3-5.