Abstract
Arylboration of carbonyl compounds with a novel diboron reagent — 1,6-bis(dipropylboryl)-2,4-hexadiene — proceeds in a regio- and stereospecific way to give exclusivelyd,l-diastereomers of the corresponding 2,3-divinylsubstituted 1,4-diols. Their iodocyclization allowed preparation of 3,7-dioxabicyclo[3.3.0]octane derivatives withcis-junction of the tetrahydrofuran rings.
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Translated fromIzvestiya Akademii Nauk, Seriya Khimicheskaya, No. 1, pp. 160–164, January, 1993.
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Gursky, M.E., Geiderikh, A.V., Ignatenko, A.V. et al. Unprecedented stereoselectivity in a reaction of a novel diboron compound — 1,6-bis(dialkylboryl)-2,4-hexadiene with carbonyl compounds. Russ Chem Bull 42, 144–148 (1993). https://doi.org/10.1007/BF00699997
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DOI: https://doi.org/10.1007/BF00699997