Practical synthesis of functionalized terminal alkynes, 3,3,3-triethoxypropyne and ketal protected prop-2-ynones
dc.contributor.author | Karanfil, A | |
dc.contributor.author | Eskici, M | |
dc.date.accessioned | 2025-04-10T10:32:19Z | |
dc.date.available | 2025-04-10T10:32:19Z | |
dc.description.abstract | Practical and economical synthesis of synthetically valuable 3,3,3-triethoxypropyne, ketal protected phenyl and methyl substituents prop-2-ynones is described. Bromination and subsequent 18-crown-6 catalyzed elimination of triethylorthoacrylate and ketal protected terminal alkenes with methyl and phenyl substituent which are inturn readily available from triethylorthopropionate, 3-chlorobutan-2-one and propiophenone afforded multigram quantities (>10g) of corresponding functionalized terminal alkynes. Exploration of the synthetic utility of these alkynes is also demonstrated by the acetylenic substitution of the phenylalaninol derived 1,2-cyclic sulfamidate to deliver chiral alkynylated amines. [GRAPHICS] . | |
dc.identifier.e-issn | 1532-2432 | |
dc.identifier.issn | 0039-7911 | |
dc.identifier.uri | http://hdl.handle.net/20.500.14701/38726 | |
dc.language.iso | English | |
dc.title | Practical synthesis of functionalized terminal alkynes, 3,3,3-triethoxypropyne and ketal protected prop-2-ynones | |
dc.type | Article |