E. Yu. Schmidt, N. V. Semenova, I. A. Ushakov, A. V. Vashchenko, B. A. Trofimov, “Diastereoselective synthesis of 5-hydroxy-3-methylalkane-1,6-diones from ketones and acetylene in two atom-economic steps”, Mendeleev Commun., 2019, Volume 29, Issue 1,Pages <nobr>17

This article is cited in 3 papers

Communications

Diastereoselective synthesis of 5-hydroxy-3-methylalkane-1,6-diones from ketones and acetylene in two atom-economic steps

E. Yu. Schmidt, N. V. Semenova, I. A. Ushakov, A. V. Vashchenko, B. A. Trofimov

A.E. Favorsky Irkutsk Institute of Chemistry, Siberian Branch of the Russian Academy of Sciences, Irkutsk, Russian Federation

Abstract: (2R*,4R*)-2-Acetyl-2,6-diaryl-4-methyl-3,4-dihydropyrans (diastereoselectively synthesized from acetylene and ketones in one synthetic operation) undergo ring opening by aqueous NH₄Cl (MeCN, 80°C, 8h) to afford diastereomerically pure 5-hydroxy-1,6-diketones in 48–89% yields.

Language: English

DOI: 10.1016/j.mencom.2019.01.004

	*Supplementary materials:*
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