Download PDF
Synlett 2001; 2001(Special Issue): 0900-0903
DOI: 10.1055/s-2001-14661
letter
© Georg Thieme Verlag, Rüdigerstr. 14, 70469 Stuttgart, Germany. All rights reserved. This journal, including all individual contributions and illustrations published therein, is legally protected by copyright for the duration of the copyright period. Any use, exploitation or commercialization outside the narrow limits set by copyright legislation, without the publisher's consent, is illegal and liable to criminal prosecution. This applies in particular to photostat reproduction, copying, cyclostyling, mimeographing or duplication of any kind, translating, preparation of microfilms, and electronic data processing and storage.

A New Photolabile Linker for the Photoactivation of Carboxyl Groups

K. C. Nicolaou* , Brian S. Safina, Nicolas Winssinger
  • *Department of Chemistry and The Skaggs Institute for Chemical Biology, The Scripps Research Institute, 10550 North Torrey Pines Road, California 92037, USA; Fax + 1 (858) 7 84 24 69; E-mail: kcn@scripps.edu
Further Information

Publication History

Publication Date:
31 December 2001 (online)

  PDF Download Permissions and Reprints All articles of this category

A new photolabile linker enabling nucleophilic cleavage of a carboxyl functionality upon irradiation with UV light (> 290 nm) was developed. When the photocleavage is carried out in the presence of primary or secondary amines, amides are obtained in high yields and purities, while the intramolecular version of this reaction leads to heterocycles via a cyclorelease mechanism.

solid phase synthesis - photolabile linker - amides - cyclizations