Dehydration of quinate derivatives: Synthesis of a difluoromethylene homologue of shikimic acid

Julian M. Box; Laurence M. Harwood; Jane L. Humphreys; Gareth A. Morris; Perrine M. Redon; Roger C. Whitehead

doi:10.1055/s-2002-19772

Dehydration of quinate derivatives: Synthesis of a difluoromethylene homologue of shikimic acid

Julian M. Box, Laurence M. Harwood, Jane L. Humphreys, Gareth A. Morris, Perrine M. Redon, Roger C. Whitehead

Research output: Contribution to journal › Article › peer-review

Abstract

An optimised procedure for the conversion of a quinate to shikimate structure has been developed using Martin's Sulfurane {Ph2S[OC(CF3)2Ph]2}. This protocol has been exploited in the synthesis of a novel difluoromethylene homologue of shikimic acid.

Original language	English
Pages (from-to)	358-360
Number of pages	2
Journal	SYNLETT
Issue number	2
DOIs	https://doi.org/10.1055/s-2002-19772
Publication status	Published - 2002

Keywords

Acetals
Antibiotics
Fluorine
Reformatsky reaction

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10.1055/s-2002-19772

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title = "Dehydration of quinate derivatives: Synthesis of a difluoromethylene homologue of shikimic acid",

abstract = "An optimised procedure for the conversion of a quinate to shikimate structure has been developed using Martin's Sulfurane {Ph2S[OC(CF3)2Ph]2}. This protocol has been exploited in the synthesis of a novel difluoromethylene homologue of shikimic acid.",

keywords = "Acetals, Antibiotics, Fluorine, Reformatsky reaction",

author = "Box, {Julian M.} and Harwood, {Laurence M.} and Humphreys, {Jane L.} and Morris, {Gareth A.} and Redon, {Perrine M.} and Whitehead, {Roger C.}",

year = "2002",

doi = "10.1055/s-2002-19772",

language = "English",

pages = "358--360",

journal = "SYNLETT",

issn = "1437-2096",

publisher = "Georg Thieme Verlag",

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T1 - Dehydration of quinate derivatives: Synthesis of a difluoromethylene homologue of shikimic acid

AU - Box, Julian M.

AU - Harwood, Laurence M.

AU - Humphreys, Jane L.

AU - Morris, Gareth A.

AU - Redon, Perrine M.

AU - Whitehead, Roger C.

PY - 2002

Y1 - 2002

N2 - An optimised procedure for the conversion of a quinate to shikimate structure has been developed using Martin's Sulfurane {Ph2S[OC(CF3)2Ph]2}. This protocol has been exploited in the synthesis of a novel difluoromethylene homologue of shikimic acid.

AB - An optimised procedure for the conversion of a quinate to shikimate structure has been developed using Martin's Sulfurane {Ph2S[OC(CF3)2Ph]2}. This protocol has been exploited in the synthesis of a novel difluoromethylene homologue of shikimic acid.

KW - Acetals

KW - Antibiotics

KW - Fluorine

KW - Reformatsky reaction

U2 - 10.1055/s-2002-19772

DO - 10.1055/s-2002-19772

M3 - Article

SN - 1437-2096

SP - 358

EP - 360

JO - SYNLETT

JF - SYNLETT

IS - 2

ER -

Dehydration of quinate derivatives: Synthesis of a difluoromethylene homologue of shikimic acid

Abstract

Keywords

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