O. I. Militsina, G. I. Kovyljaeva, G. A. Bakaleynik, I. Yu. Strobykina, V. E. Kataev, V. A. Alfonsov, R. Z. Musin, D. V. Beskrovny, I. A. Litvinov, “Transformation of isosteviol oxime to a lactone under Beckmann reaction conditions”, Mendeleev Commun., 2005, Volume 15, Issue 1,Pages <nobr>27

This article is cited in 9 papers

Transformation of isosteviol oxime to a lactone under Beckmann reaction conditions

O. I. Militsina, G. I. Kovyljaeva, G. A. Bakaleynik, I. Yu. Strobykina, V. E. Kataev, V. A. Alfonsov, R. Z. Musin, D. V. Beskrovny, I. A. Litvinov

A.E. Arbuzov Institute of Organic and Physical Chemistry, FRC Kazan Scientific Center of the Russian Academy of Sciences, Kazan, Russian Federation

Abstract: Heating the 16-E-oxime of isosteviol (ent-16-E-hydroxyiminobeyeran-19-oic acid) with concentrated hydrochloric acid (or 25% H₂SO₄) at 110 °C leads to the formation of lactone of 4α-carboxy-13α-hydroxy-13,16-seco-ent-19-norbeyeran-16-oic acid as the main product, whereas approximately equal quantities of this lactone and lactam of 4α-carboxy-13α-amino-13,16-seco-ent-19-norbeyeran-16-oic acid are formed by heating the 16-E-oxime of isosteviol with concentrated hydrochloric acid in an ampoule at 180 °C.

Language: English

DOI: 10.1070/MC2005v015n01ABEH001946