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Université de Fribourg

Towards a photochemical synthesis of peptides

Bochet, Christian G.

In: CHIMIA International Journal for Chemistry, 2013, vol. 67, no. 12, p. 896–898

The laboratory preparation of peptides, once a challenge, is now a standard operation that can be automatised. However, the need for particular protecting groups requiring relatively harsh conditions for their removal (strong acids or bases) and reactive coupling agents can be problematic in specific cases (e.g. in a cell or in a microfluidic device). In this account, we describe our efforts...

Université de Fribourg

Photoacylation of alcohols in neutral medium

Débieux, Jean-Luc ; Cosandey, Anne ; Helgen, Céline ; Bochet, Christian G.

In: European Journal of Organic Chemistry, 2007, p. 2073 - 2077

We report here conditions which allow the photoacylation of primary, secondary and tertiary alcohols with N-acetyl-5,7-dinitroindoline under exceptionally mild conditions, at wavelengths harmless to most functional groups, including otherwise photosensitive ones.

Université de Fribourg

Photochemical release of various functional groups

Bochet, Christian G.

In: Pure and Applied Chemistry, 2006, vol. 78, no. 2, p. 241-247

The photochemical liberation of functional groups is an attractive alternative to the traditional chemical approach. Several photolabile protecting groups have been developed in the past decades, but they were mainly designed to protect amines and carboxylic acids. In this account, we present some of our recent work on the photochemical release of other functions, such as silanols, aldehydes, and...

Université de Fribourg

Chromatic Orthogonality in Organic Synthesis

Bochet, Christian G.

In: Synlett, 2004, p. 2268-2274

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...