ChemInform Abstract: First Synthesis of Optically Pure Selenuranes and Stereoselective Alkaline Hydrolysis. Their Application to Asymmetric [2,3] Sigmatropic Rearrangement of Allylic Selenoxides.
Abstract
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ChemInform Abstract
The first chiral selenuranes (IV) are prepared utilizing the 2-exo-hydroxy-10-bornyl group as chiral moiety. Alkaline hydrolysis of (IV) proceeds with complete retention of configuration. Sigmatropic rearrangement of allylic selenoxides (IX) yields allylic alcohols (X) with moderate to good e.e.