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New synthesis of (5S*,7aS*)-5-benzyloxy-5,6,7,7a-tetrahydrocyclopenta[c]pyran-3(1H)-one

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Abstract

To increase the efficiency of the recently suggested total synthesis of iso- and neuroprostanes, a possibility of transformation of its side products, i.e., syn- and anti-2-[(2S*,5S*)-2-benzyloxy-5-hydroxymethyl-Z-cyclopentylidene]ethanaldoximes, to (5S*,7aS*)-5-benzyloxy-5,6,7,7a-tetrahydrocyclopenta[c]pyran-3(1H)-one was studied.

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Correspondence to V. V. Veselovsky.

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Dedicated to Academician of the Russian Academy of Sciences I. P. Beletskaya on the occasion of her anniversary.

Published in Russian in Izvestiya Akademii Nauk. Seriya Khimicheskaya, No. 3, pp. 0846–0848, March, 2013.

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Lozanova, A.V., Zlokazov, M.V. & Veselovsky, V.V. New synthesis of (5S*,7aS*)-5-benzyloxy-5,6,7,7a-tetrahydrocyclopenta[c]pyran-3(1H)-one. Russ Chem Bull 62, 847–849 (2013). https://doi.org/10.1007/s11172-013-0115-0

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  • DOI: https://doi.org/10.1007/s11172-013-0115-0

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