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Synthesis 2002(3): 0326-0330
DOI: 10.1055/s-2002-20029
DOI: 10.1055/s-2002-20029
PAPER
© Georg Thieme Verlag Stuttgart · New York
Clean and Efficient Oxidation of Homoallylic and Homopropargylic Alcohols into β,γ-Unsaturated Aldehydes by The Dess-Martin Periodinane
Further Information
Received
13 December 2001
Publication Date:
28 July 2004 (online)
Publication History
Publication Date:
28 July 2004 (online)
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Abstract
We describe the first efficient oxidation of homoallylic and homopropargylic alcohols to the corresponding very sensitive and unstable b,g-unsaturated aldehydes by using the Dess-Martin periodinane with a new neutral and anhydrous extraction protocol.
Key words
b,g-ethylenic aldehyde - b,g-acetylenic aldehyde - oxidation - Dess-Martin periodinane - DMP
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References
Michaud, S.; Wavrin, L.; Viala, J. Synth. Commun. 2002, in press.
10DMP: 1,1,1-Tris(acetyloxy)-1,1-dihydro-1,2-benziodoxol-3(1H)-one.