Abstract
Condensation of levoglucosenone with the carbanion ofrac-allyl phenyl sulfoxide, in contrast with reactions of this anion with the majority of other unsaturated ketones, proceeds without regio- or enantioselectivity to give a (1.0–1.8): 1 mixture of products of both 1,2- and 1,4-γ-addition of the allylic residue. Each product is a (1.2–1.6): 1 mixture of epimers at the asymmetric sulfur atom.
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Translated fromIzvestiya Akademii Nauk. Seriya Khimicheskaya, No. 1, pp. 157–159, January, 1999.
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Vasiljeva, L.L., Pivnitsky, K.K. Non-selectivity in the reaction of levoglucosenone with the sulfinyl allyl carbanion. Russ Chem Bull 48, 157–159 (1999). https://doi.org/10.1007/BF02494419
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DOI: https://doi.org/10.1007/BF02494419