Université de Neuchâtel

Malonylation/Decarbalkoxylation of Furan Derivatives as Key Steps for the Preparation of Nonactic Acid Derivatives. Part I [1]

Simone, Jean-Mary ; Loiseau, François ; Carcache, David ; Bobal, Pavel ; Jeanneret-Gris, Julie ; Neier, Reinhard

In: Monatshefte für Chemie / Chemical Monthly, 2007, vol. 138, no. 2, p. 131-139

A malonylation/decarbalkoxylation sequence from 2-substituted furans was investigated in view of developing a scalable synthesis of hydrophobic nonactic acid analogues.

Université de Neuchâtel

Radical Couplings as Key Steps for the Preparation of Derivatives of Nonactic Acid

Loiseau, François ; Simone, Jean-Mary ; Carcache, David ; Bobal, Pavel ; Neier, Reinhard

In: Monatshefte für Chemie / Chemical Monthly, 2007, vol. 138, no. 2, p. 121-129

Free radical couplings from furan, as cheap starting material, were studied in view of developing a rapid strategy en route to the synthesis of derivatives of nonactin. The chain containing the alcohol function was introduced in one or two steps in 86% yield. For the introduction of the second chain with the ester function two different coupling methods were tested. Starting from the...

Université de Neuchâtel

The chemical synthesis of porphobilinogen an important intermediate of the biosynthesis of the "pigments of life"

Bobal, Pavel ; Neier, Reinhard

In: Trends in Organic Chemistry, 1997, vol. 6, p. 125-144

Porphobilinogen is the second dedicated intermediate in the biosynthesis of «pigments of life». Only very few alkylpyrroles have been isolated from natural sources so far. The absence of stabilising substituents confers to porphobilinogen a high reactivity. The chemical synthesis of porphobilinogen had to take its sensitivity into account. The published synthesis of this unusual pyrrole are...

Université de Neuchâtel

Malonylation/Decarbalkoxylation of Furan Derivatives as Key Steps for the Preparation of Nonactic Acid Derivatives. Part II [1]

Simone, Jean-Mary ; Loiseau, François ; Carcache, David ; Bobal, Pavel ; Jeanneret-Gris, Julie ; Neier, Reinhard

In: Monatshefte für Chemie / Chemical Monthly, 2007, vol. 138, no. 2, p. 141-147

A malonylation/decarbalkoxylation sequence from 2-substituted furans was investigated in view of developing a scalable synthesis of hydrophobic nonactic acid analogues.