Catalytic asymmetric borylative aldol reaction of 5,6-dihydro-2H-pyran-2-one and ketones |
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| Authors: | Qi Zhang Xueshun Jia Liang Yin |
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| Affiliation: | 1. Department of Chemistry, Shanghai University, 99 Shangda Road, Shanghai 200444, China;2. CAS Key Laboratory of Synthetic Chemistry of Natural Substances, Center for Excellence in Molecular Synthesis, Shanghai Institute of Organic Chemistry, University of Chinese Academy of Sciences, Chinese Academy of Sciences, 345 Lingling Road, Shanghai 200032, China |
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| Abstract: | A copper(I)-catalyzed asymmetric borylative aldol reaction of 5,6-dihydro-2H-pyran-2-one and simple ketones (including aromatic ketones and an aliphatic ketone) was disclosed, which afforded a series of chiral diols after an oxidative work-up in moderate yields with moderate to high diastereoselectivity and excellent enantioselectivity. The lactone moiety was easily opened with methanol to generate a chiral triol in moderate yield. |
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| Keywords: | Aldol reaction Borylation Asymmetric catalysis Copper Ketone |
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