Details

Autor(en) / Beteiligte

• Aitken, Lewis S
• Hammond, Lisa E
• Sundaram, Rajkumar
• Shankland, Kenneth
• Brown, Geoffrey D
• Cobb, Alexander J A

Titel

Asymmetric cyclopropanation of conjugated cyanosulfones using a novel cupreine organocatalyst: rapid access to δ(3)-amino acids

Ist Teil von

• Chemical communications (Cambridge, England), 2015-09, Vol.51 (70), p.13558-13561

Ort / Verlag

England

Erscheinungsjahr

2015

Quelle

MEDLINE

Beschreibungen/Notizen

• An organocatalytic asymmetric synthesis of a novel, highly functionalised cyclopropane system furnished with versatile substituents and containing a quaternary centre is described. The process utilises a new bifunctional catalyst based on the cinchona alkaloid framework and the products made using this catalyst were obtained as single diastereoisomers, with very high enantioselectivities (up to 96% ee). We have also demonstrated that these resulting cyclopropanes are very useful synthetic intermediates to interesting products, such as the difficult to access δ(3)-amino acids.