This article is cited in 4 papers

Enantiomeric 9,11-Dideoxy-9,11-ethane Analogues of Prostaglandin Endoperoxide

M. S. Miftakhov^a, F. A. Valeev^a, I. N. Gaisina^a, G. A. Tolstikov<sup>b

a</sup> Ufa Institute of Chemistry, Ufa Federal Research Centre of the Russian Academy of Sciences, Ufa, Russian Federation
^b N.N. Vorozhtsov Novosibirsk Institute of Organic Chemistry, Siberian Branch of the Russian Academy of Sciences, Novosibirsk, Russian Federation

Abstract: A series of schemes is described for the transformation of (−)-(lS,2S,3S,6R,7R,9R)-10,12-dioxatetracyclo[7.2.1.1^3,6-0^2,7]- tridecan-8-one, prepared via hydrogenation of a Diels–Alder adduct of levoglucosenone and cyclopentadiene, into key products (+)-(1 R,2R,5RS,7S,8S)- and (−)-(1S,2S,5RS,7R,8R)-4-oxatricyclo[6.1.2.0^2,7]undecan-5-ols and subsequently into the title compounds.

Language: English

DOI: 10.1070/MC1994v004n02ABEH000341

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