Reaction of methyl 2-methylidene-3-oxolup-20(29)-en-28-oate with triphenylphosphonium trifluoromethanesulfonate


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Abstract

Phosphorylation of methyl 2-methylidene-3-oxolup-20(29)-en-28-oate with triphenylphosphonium trifluoromethanesulfonate in methylene chloride at 20°C afforded 90% of a γ-oxoalkylphosphonium salt containing a terpenoid fragment, [28-methoxy-3,28-dioxolup-20(29)-en-2-ylmethyl]triphenylphosphonium trifluoromethanesulfonate, as a mixture of two epimers (2S/2R) at a ratio of 2: 1.

About the authors

O. V. Tsepaeva

Arbuzov Institute of Organic and Physical Chemistry, Kazan Scientific Center

Email: a.nemtarev@mail.ru
Russian Federation, ul. Arbuzova 8, Kazan Tatarstan, 420088

A. V. Nemtarev

Arbuzov Institute of Organic and Physical Chemistry, Kazan Scientific Center; Kazan (Volga Region) Federal University

Author for correspondence.
Email: a.nemtarev@mail.ru
Russian Federation, ul. Arbuzova 8, Kazan Tatarstan, 420088; ul. Kremlevskaya 18, Kazan Tatarstan, 420008

V. F. Mironov

Arbuzov Institute of Organic and Physical Chemistry, Kazan Scientific Center; Kazan (Volga Region) Federal University

Email: a.nemtarev@mail.ru
Russian Federation, ul. Arbuzova 8, Kazan Tatarstan, 420088; ul. Kremlevskaya 18, Kazan Tatarstan, 420008

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