Transformation of cyclohexene to enantiopure cyclitols mediated by sequential oxyselenenylation with (S,S)-hydrobenzoin: synthesis of D-chiro-inositol and muco-quercitol

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Kwan Soo Kim, Jong Il Park, Hoi Kyung Moon and Hann Yi


Abstract

Oxyselenenylation of cyclohexene with (S,S)-hydrobenzoin and subsequent oxidation-elimination allows isolation of an allylic ether in which further phenylselenenylation is completely regioselective, thus allowing entry to the cyclitols D-chiro-inositol and muco-quercitol.


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