Ynolate

Ynolates are chemical compounds with a negatively charged oxygen attached to an alkyne functionality.^[1] They were first synthesized in 1975 by Schöllkopf and Hoppe via the n-butyllithium fragmentation of 3,4-diphenylisoxazole.^[2]

Synthetically, they behave as ketene precursors or synthons.

References

^ M. Shindo (2007). "Synthetic uses of ynolates". Tetrahedron. 63 (1): 10–36. doi:10.1016/j.tet.2006.09.013.
^ U. Schöllkopf and I. Hoppe (1975). "Lithium Phenylethynolate and Its Reaction with Carbonyl Compounds to Give β-Lactones". Angewandte Chemie International Edition in English. 14 (11): 765. doi:10.1002/anie.197507651.

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[1] M. Shindo (2007). "Synthetic uses of ynolates". Tetrahedron. 63 (1): 10–36. doi:10.1016/j.tet.2006.09.013.

[2] U. Schöllkopf and I. Hoppe (1975). "Lithium Phenylethynolate and Its Reaction with Carbonyl Compounds to Give β-Lactones". Angewandte Chemie International Edition in English. 14 (11): 765. doi:10.1002/anie.197507651.

[1]

[2]

See also

References