Issue 106, 2014
From the journal:

RSC Advances

End-group differentiating ozonolysis of furocoumarins†

Mikhail V. Malakhov,a   Maxim A. Dubinnyi,b   Natalia V. Vlasova,a   Victor G. Zgoda,c   Roman G. Efremovb  and  Ivan A. Boldyrev*ab  

* Corresponding authors

a Pirogov Russian National Research Medical University, ul. Ostrovityanova 1, Moscow 117997, Russia
E-mail: malakhov.mikhail@gmail.com
Tel: +7-916-815-5258

b Shemyakin-Ovchinnikov Institute of Bioorganic Chemistry of the Russian Academy of Sciences, ul. Miklukho-Maklaya 16/10, Moscow 117997, Russia
E-mail: ivan@lipids.ibch.ru
Tel: +7-926-224-68-06

c Orekhovich Institute of Biomedical Chemistry of the Russian Academy of Medical Sciences, ul. Pogodinskaya 10, Moscow 119121, Russia
E-mail: vic_zgoda@yahoo.com
Tel: +7-916-359-2656

Abstract

Ozonolysis of furocoumarins followed by reductive work-up yields not only common symmetrical dialdehydes, but also o-formylumbelliferones with moderate-to-high yields. Simultaneous formation of both products accounts for the transformation of carbonyl oxides – products of primary ozonide ring opening.

Graphical abstract: End-group differentiating ozonolysis of furocoumarins

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Article information

DOI
https://doi.org/10.1039/C4RA08106D
Article type
Communication
Submitted
04 Aug 2014
Accepted
10 Nov 2014
First published
10 Nov 2014

RSC Adv., 2014,4, 61277-61280

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End-group differentiating ozonolysis of furocoumarins

M. V. Malakhov, M. A. Dubinnyi, N. V. Vlasova, V. G. Zgoda, R. G. Efremov and I. A. Boldyrev, RSC Adv., 2014, 4, 61277 DOI: 10.1039/C4RA08106D

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