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  • Title: Enantioselective synthesis of β-pyrazole-substituted alcohols through an asymmetric ring-opening reaction of meso-epoxides.
    Author: Hu X, Gao B, Chu Y, Li W, Liu X, Lin L, Feng X.
    Journal: Chemistry; 2012 Mar 19; 18(12):3473-7. PubMed ID: 22362613.
    Abstract:
    An efficient and practical synthesis of optically pure β-pyrazole-substituted alcohols was achieved by an asymmetric ring-opening reaction of meso-epoxides with pyrazole derivatives as the nucleophile. In the presence of 1 mol % of an N,N'-dioxide-Sc(OTf)(3) complex, excellent enantioselectivity and yields were obtained from meso-epoxides. The process could also be used for a mixture of cis- and trans-stilbene oxides. A proposed transition-state model is provided.
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