Abstract
Three optically active oxazolines with a cymantrenyl substituent at position 2 of the heterocycle have been prepared. Metallation of these compounds withn-BuLi proceeds only at the two diastereotopic α- and α'-positions of the Cp-ring to an equal extent. The dependence of the sign of Cotton effect in the region of 300–350 nm upon the absolute configuration of chiral centers remote from the Cp-ring has been demonstrated.
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Translated fromIzvestiya Akademii Nauk, Seriya Khimicheskaya, No. 1, pp. 182–183, January, 1993.
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Loim, N.M., Kondratenko, M.A. & Sokolov, V.I. Optically active 2-cymantrenyloxazolines: synthesis and regioselective metallation. Russ Chem Bull 42, 166–167 (1993). https://doi.org/10.1007/BF00700001
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DOI: https://doi.org/10.1007/BF00700001