Synthesis of syn- and anti-3,5-Dihydroxy-6-heptenoates from 2-Deoxy-d-ribose: Intermediates for Polyols Synthesis

Peter  Zakrzewski; Cheuk K.  Lau

doi:10.1055/s-2003-36801

LETTER

Synthesis of syn- and anti-3,5-Dihydroxy-6-heptenoates from 2-Deoxy-d-ribose: Intermediates for Polyols Synthesis

Peter Zakrzewski, Cheuk K. Lau*
Medicinal Chemistry Department, Merck Frosst Centre For Therapeutic Research, 16711 Trans Canada Hwy., Kirkland, Québec, H9H 3L1, Canada
Fax: +1(514)4284900; e-Mail: lau@merck.com;

Abstract

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Abstract

Syntheses of all four diastereomers of syn- and anti-3,5-dihydroxy-6-heptenoate, proven versatile synthetic intermediates that are enantiomerically pure and functionally differentiated at both ends, have been developed.

Key words

1,3-diols synthesis - tetrahydro-2-furanylacetate - polyols - ring opening - 4-hydroxy-6-vinyltetrahydro-2H-2-pyranone

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References

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