Improved plasmalogen synthesis using organobarium intermediates.

  title={Improved plasmalogen synthesis using organobarium intermediates.},
  author={Jeroen Van den Bossche and Junhwa Shin and David H Thompson},
  journal={The Journal of organic chemistry},
  volume={72 13},
An improved synthesis of plasmalogen type lipids is described. Transmetalation of lithioalkoxy allyl intermediates with BaI(2) and subsequent alkylation with 1-iodoalkanes enables the stereoselective formation of O-(Z)-alkenyl ether as precursors for the synthesis of plasmenyl- and bisplasmenylcholines. This method provides a simple and adaptable approach for the stereocontrolled synthesis of plasmenyl derivatives with variations at the sn-1, sn-2, and sn-3 positions of the glycerol backbone. 

Topics from this paper.