Beilstein Journal of Organic Chemistry (Oct 2014)

A modular phosphate tether-mediated divergent strategy to complex polyols

  • Paul R. Hanson,
  • Susanthi Jayasinghe,
  • Soma Maitra,
  • Cornelius N. Ndi,
  • Rambabu Chegondi

DOI
https://doi.org/10.3762/bjoc.10.242
Journal volume & issue
Vol. 10, no. 1
pp. 2332 – 2337

Abstract

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An efficient and divergent synthesis of polyol subunits utilizing a phosphate tether-mediated, one-pot, sequential RCM/CM/reduction process is reported. A modular, 3-component coupling strategy has been developed, in which, simple “order of addition” of a pair of olefinic-alcohol components to a pseudo-C2-symmetric phosphoryl chloride, coupled with the RCM/CM/reduction protocol, yields five polyol fragments. Each of the product polyols bears a central 1,3-anti-diol subunit with differential olefinic geometries at the periphery.

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