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α-Hydroxyallylsilanes as Propionaldehyde Enolate Equivalents and Their Use toward Iterative Aldol Reactions

Abstract : Smooth and efficient reaction conditions have been found for the transformation of protected β-hydroxyacylsilanes into the corresponding aldehydes. This opens a new route to iterative aldol reactions, and it has been used for the synthesis of fragments of several bioactive natural products.
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https://hal-univ-rennes1.archives-ouvertes.fr/hal-01116172
Contributor : Laurent Jonchère <>
Submitted on : Thursday, February 12, 2015 - 4:41:00 PM
Last modification on : Thursday, March 5, 2020 - 2:03:09 PM

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Johal Ruiz, Akondi Srirama Murthy, Thierry Roisnel, Srivari Chandrasekhar, René Grée. α-Hydroxyallylsilanes as Propionaldehyde Enolate Equivalents and Their Use toward Iterative Aldol Reactions. Journal of Organic Chemistry, American Chemical Society, 2015, 80 (4), pp.2364-2375. ⟨10.1021/acs.joc.5b00031⟩. ⟨hal-01116172⟩

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