Synthesis and supramolecular properties of conformationally restricted and flexible phospholipids

L Vares, AV Koulov, BD Smith

Index: Vares, Lauri; Koulov, Atanas V.; Smith, Bradley D. Journal of Organic Chemistry, 2003 , vol. 68, # 26 p. 10073 - 10078

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Citation Number: 18

Abstract

Short synthetic routes are described to produce structurally related phospholipids that are either conformationally restricted or flexible. The conformationally restricted structures have a cyclopropyl ring in the interfacial region of the phospholipid. The key synthetic step is a cyclopropanation reaction between 2 (5 H)-furanone and a stabilized chloroallylic phosphonate anion. The synthetic routes enable the incorporation of different polar ...