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A modular phosphate tether-mediated divergent strategy to complex polyols.


ABSTRACT: 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-C 2-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.

SUBMITTER: Hanson PR 

PROVIDER: S-EPMC4187035 | biostudies-literature | 2014

REPOSITORIES: biostudies-literature

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A modular phosphate tether-mediated divergent strategy to complex polyols.

Hanson Paul R PR   Jayasinghe Susanthi S   Maitra Soma S   Ndi Cornelius N CN   Chegondi Rambabu R  

Beilstein journal of organic chemistry 20141007


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-C 2-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 ole  ...[more]

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