67654-83-5Relevant academic research and scientific papers
An Efficient Synthesis of Acetylenic γ- and δ-Hydroxy Ketones, γ- and δ-Keto Acids, and γ-Diketones via Addition of 1-Alkinyllithium Compounds to γ- and δ-Lactones
Wedler, Christine,Schick, Hans
, p. 410 - 414 (1993)
2-Hydroxy-6-alkyn-5-ones 3, 1-hydroxy-5-alkyn-4-ones 4, and 1-hydroxy-6-alkyn-5-ones 5 are conveniently obtained in exellent yields through a highly selective monoaddition of an 1-alkynyllithium compound 2 to γ-valerolactone (1a), γ-butyrolactone (1b) or
Palladium-catalyzed asymmetric synthesis of 2-alkynyl oxacycles
Daniels, David S. B.,Thompson, Amber L.,Anderson, Edward A.
supporting information; scheme or table, p. 11506 - 11510 (2012/01/11)
Oxyacetylene: Unusual palladium-catalyzed cyclizations of cyclic and acyclic propargylic carbonates give 2-alkynyl oxacycles. The reactions proceed with very high stereoselectivity for both syn- and anti-disubstituted furans and pyrans, and with exceptional regioselectivity. In addition, two-directional cyclizations of bis-propargylic carbonate substrates yield bifurans with complete stereocontrol for all diastereomers.
Ring-opening of lactones with alkynyltrifluoroborates: A new route to functionalized α-alkynones
Doubsky, Jan,Streinz, Ludvík,Le?eticky, Ladislav,Koutek, Bohumír
, p. 937 - 942 (2007/10/03)
Alkynyltrifluoroborate salts, readily generated in situ by the addition of BF3·OEt2 to alkynyllithiums, were shown to mediate the regioselective acyl C-O ring cleavage of 5-, 6-, and 7-membered lactones. This novel, operationally sim
