3,3,6-Trimethyl-2-chlorocyclohexeno[1,2-d]-1,2-oxaphosphol-4-ene-2-oxide as a convenient precursor for the synthesis of dimephosphone analogs
- Authors: Nemtarev A.V.1,2, Shemakhina M.E.1,2, Mironov V.F.1,2
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Affiliations:
- Arbuzov Institute of Organic and Physical Chemistry, Kazan Scientific Center
- Kazan Federal University
- Issue: Vol 87, No 4 (2017)
- Pages: 887-889
- Section: Letters to the Editor
- URL: https://journals.rcsi.science/1070-3632/article/view/219614
- DOI: https://doi.org/10.1134/S1070363217040387
- ID: 219614
Cite item
Abstract
A convenient approach to the synthesis of 3,3,6-trimethyl-2-chlorocyclohexeno[1,2-d]-1,2-oxaphosphol-3-ene-2-oxide was developed based on the reaction of the naturally occurring terpenoketone pulegone with methyl dichlorophosphite. Treatment of oxaphospholene-2-oxide with water or ethanol yielded γ-phosphoryl ketones, dimephosphone analogs. The studied hydrolysis and alcoholysis processes differ in stereoselectivity.
About the authors
A. V. Nemtarev
Arbuzov Institute of Organic and Physical Chemistry, Kazan Scientific Center; Kazan Federal University
Author for correspondence.
Email: a.nemtarev@mail.ru
Russian Federation, ul. Akademika Arbuzova 8, Kazan, Tatarstan, 420088; Kazan, Tatarstan
M. E. Shemakhina
Arbuzov Institute of Organic and Physical Chemistry, Kazan Scientific Center; Kazan Federal University
Email: a.nemtarev@mail.ru
Russian Federation, ul. Akademika Arbuzova 8, Kazan, Tatarstan, 420088; Kazan, Tatarstan
V. F. Mironov
Arbuzov Institute of Organic and Physical Chemistry, Kazan Scientific Center; Kazan Federal University
Email: a.nemtarev@mail.ru
Russian Federation, ul. Akademika Arbuzova 8, Kazan, Tatarstan, 420088; Kazan, Tatarstan
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