Desymmetrization of diols by a tandem oxidation/Wittig olefination reaction

David J. Phillips; Kathryn S. Pillinger; Wei Li; Angela E. Taylor; Andrew E. Graham

doi:10.1039/b602329k

Desymmetrization of diols by a tandem oxidation/Wittig olefination reaction

David J. Phillips, Kathryn S. Pillinger, Wei Li, Angela E. Taylor, Andrew E. Graham^*

^*Corresponding author for this work

Faculty of Computing, Engineering and Science

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

24 Citations (Scopus)

Abstract

Diols are desymmetrized by a tandem oxidation/Wittig olefination to give α,β-unsaturated hydroxy esters without the requirement for protecting group strategies; the α,β-unsaturated hydroxy esters are transformed into dienyl diesters using a second oxidation/Wittig olefination sequence using PCC.

Original language	English
Pages (from-to)	2280-2282
Number of pages	3
Journal	Chemical Communications
Issue number	21
DOIs	https://doi.org/10.1039/b602329k
Publication status	Published - 2006

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10.1039/b602329kLicence: CC BY-NC-ND

24 Citations
2 Doctoral Thesis

Application of Tandem Oxidation Processes to the Synthesis of Novel Oxabicycloalkane Protein Phosphatase Inhibitors
Phillips, D., 2007
Research output: Types of Thesis › Doctoral Thesis
Synthesis of Novel Cantharidin Derivatives and Evaluation of their Inhibitory Activity on Protein Phosphatase
Wei, L., 2006
Research output: Types of Thesis › Doctoral Thesis

Cite this

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title = "Desymmetrization of diols by a tandem oxidation/Wittig olefination reaction",

abstract = "Diols are desymmetrized by a tandem oxidation/Wittig olefination to give α,β-unsaturated hydroxy esters without the requirement for protecting group strategies; the α,β-unsaturated hydroxy esters are transformed into dienyl diesters using a second oxidation/Wittig olefination sequence using PCC. ",

author = "Phillips, {David J.} and Pillinger, {Kathryn S.} and Wei Li and Taylor, {Angela E.} and Graham, {Andrew E.}",

year = "2006",

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journal = "Chemical Communications",

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publisher = "Royal Society of Chemistry",

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AU - Phillips, David J.

AU - Pillinger, Kathryn S.

AU - Li, Wei

AU - Taylor, Angela E.

AU - Graham, Andrew E.

PY - 2006

Y1 - 2006

N2 - Diols are desymmetrized by a tandem oxidation/Wittig olefination to give α,β-unsaturated hydroxy esters without the requirement for protecting group strategies; the α,β-unsaturated hydroxy esters are transformed into dienyl diesters using a second oxidation/Wittig olefination sequence using PCC.

AB - Diols are desymmetrized by a tandem oxidation/Wittig olefination to give α,β-unsaturated hydroxy esters without the requirement for protecting group strategies; the α,β-unsaturated hydroxy esters are transformed into dienyl diesters using a second oxidation/Wittig olefination sequence using PCC.

U2 - 10.1039/b602329k

DO - 10.1039/b602329k

M3 - Article

C2 - 16718329

AN - SCOPUS:33744500216

SN - 1359-7345

SP - 2280

EP - 2282

JO - Chemical Communications

JF - Chemical Communications

IS - 21

ER -

Desymmetrization of diols by a tandem oxidation/Wittig olefination reaction

Abstract

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Research output

Application of Tandem Oxidation Processes to the Synthesis of Novel Oxabicycloalkane Protein Phosphatase Inhibitors

Synthesis of Novel Cantharidin Derivatives and Evaluation of their Inhibitory Activity on Protein Phosphatase

Cite this