Copper-catalysed coupling of undec-10-enylmagnesium bromide with ω-functionalised halogenoalkanes as a key reaction for the synthesis of novel bipolar phospholipids with different head groups and chain length

Abstract

The Grignard reagent from 11-bromoundec-1-ene undergoes copper-catalysed coupling with ω-functionalised halogenoalkanes of different chain length to provide long-chain ω-substituted alkenes. The reaction conditions for this have been studied to optimise the products yields, especially those for the preparation of the C₃₂ unit. Functionalised alkenes are suitable building blocks for the direct synthesis of bipolar phospholipids with different head groups.