Journal
ORGANIC LETTERS
Volume 7, Issue 26, Pages 5909-5912Publisher
AMER CHEMICAL SOC
DOI: 10.1021/ol052533o
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Funding
- NIGMS NIH HHS [R01 GM067610-02, R01 GM067610] Funding Source: Medline
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[GRAPHICS] The room-temperature radical addition of sodium hypophosphite to terminal alkynes produces the previously unknown 1-alkyl-1,1-bis-H-phosphinates in moderate yield. The reaction is initiated by R3B and air and proceeds under mild conditions in an open container. The bissodium salts precipitate spontaneously from the reaction mixtures, thus providing a simple purification procedure and the opportunity for multigram synthesis. The 1,1-bis-H-phosphinate products are novel precursors of the biologically important 1,1-bisphosphonates.
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