A convenient scalable one-pot conversion of esters and Weinreb amides to terminal alkynes |
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| Authors: | Hamilton D. Dickson |
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| Affiliation: | Microbial, Musculoskeletal, and Proliferative Diseases Medicinal Chemistry, GlaxoSmithKline, RTP, NC 27709, USA |
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| Abstract: | Esters and amides undergo reduction to the corresponding aldehydes using DIBAL-H followed by same pot conversion to terminal alkynes utilizing the Bestmann-Ohira reagent in good to excellent yields. Additionally chiral nonracemic substrates undergo this transformation with complete preservation of stereochemical integrity. |
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| Keywords: | Bestmann-Ohira Seyferth-Gilbert Alkynes Weinreb amides |
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