Improved plasmalogen synthesis using organobarium intermediates

  • Van Den Bossche J
  • Shin J
  • Thompson D
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Abstract

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.

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Authors

  • Jeroen Van Den Bossche

  • Junhwa Shin

  • David H. Thompson

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