Transformations of 3,7-interphenylene 11-deoxyprostanoid formyl precursors in the acidic medium
https://doi.org/10.29235/1561-8323-2021-65-6-702-707
Abstract
It has been shown that the formyl precursors of 3,7-interphenylene 11-deoxyprostanoids, formed during acidic hydrolysis of the corresponding acetals, can undergo isomerization (disproportionation) in the acidic medium to give 2-(arylalkyl)-3-(hydroxymethyl)cyclopent-2-ene-1-ones – the synthons for prostanoids and phytoprostanes of the series B. Acetal precursors of 3,7-interphenylene 11-deoxyprostaglandin analogues with electron-donating alkoxy substituent in position 3′ of the aromatic fragment in the α-chain under similar conditions hydrolyze with the formation of formyl derivatives that spontaneously cyclize to produce 2,3,4,9-tetrahydro-1H-cyclopenta[b]naphthalene-1-ones.
About the Authors
F. S. Pashkovsky
Institute of Bioorganic Chemistry of the National Academy of Sciences of Belarus
Belarus
Belarus
Pashkovsky Felix S. – Ph. D. (Chemistry), Head of the Laboratory
5/2, Kuprevich Str., 220141, Minsk, Republic of Belarus
D. I. Korneev
Institute of Bioorganic Chemistry of the National Academy of Sciences of Belarus
Belarus
Belarus
Korneev Dmitry I. – Master of Chemistry, Junior researcher
5/2, Kuprevich Str., 220141, Minsk, Republic of Belarus
F. A. Lakhvich
Institute of Bioorganic Chemistry of the National Academy of Sciences of Belarus
Belarus
Belarus
Lakhvich Fedor A. – Academician, D. Sc. (Chemistry), Professor, Chief researcher
5/2, Kuprevich Str., 220141, Minsk, Republic of Belarus
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