Synlett 2004(13): 2268-2274  
DOI: 10.1055/s-2004-832848
ACCOUNT
© Georg Thieme Verlag Stuttgart · New York

Chromatic Orthogonality in Organic Synthesis

Christian G. Bochet*
Department of Chemistry, University of Fribourg, 9 Chemin du Musée, 1700 Fribourg, Switzerland
Fax: +41(26)3009738; e-Mail: Christian.Bochet@unifr.ch;
Further Information

Publication History

Received 3 April 2004
Publication Date:
24 September 2004 (online)

Abstract

A major challenge in organic synthesis is the selective reaction of a functional group in the presence of others. This can be achieved by using an appropriate reagent, tuned to react exclusively at the desired center. An alternate approach would be to use a single reagent, and to transmit from the outside the information as to where it should react. This account describes the use of light as a controlling element; indeed, in addition to the intensity, changing the wavelength gives an additional handle to direct the chemoselectivity.

  • 1 Introduction

  • 2 Background

  • 3 Initial Attempts

  • 4 Energy Transfer

  • 5 Photocleavable Linkers

  • 6 Real Orthogonality

  • 7 Photoacylation

  • 8 Outlook

15

Helgen, C.; Bochet, C. G. manuscript in preparation.