Journal
EUROPEAN JOURNAL OF ORGANIC CHEMISTRY
Volume 2013, Issue 20, Pages 4405-4409Publisher
WILEY-V C H VERLAG GMBH
DOI: 10.1002/ejoc.201300395
Keywords
Synthetic methods; Michael addition; Hydrolysis; Alkynes; Metal alkoxides
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Funding
- Spanish Government [CTQ-2012-12168]
- Madrid Local Government (CAM) [CS2009/PPQ-1634]
- Ministerio de Ciencia e Innovacion (MICINN)
- Spanish Ministerio de Educacion y Ciencia (MEC)
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The reaction of metal alkoxides with -substituted 2-(p-tolylsulfonyl)acetylenes, involving an anti-Michael addition reaction followed by the in situ elimination of the sulfonyl moiety, provides a direct method for the synthesis of alkyl alkynyl ethers bearing aryl or TIPS groups joined to the triple bond. Arylalkynyl ethers derived from primary alkoxides are in situ hydrolyzed into arylacetic esters.
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