Highly Regio‐ and Stereodivergent Access to 1,2‐Amino Alcohols or 1,4‐Fluoro Alcohols by NHC‐Catalyzed Ring Opening of Epoxy enals |
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Authors: | Si Bei Poh Jun‐Yang Ong Dr. Shenci Lu Prof. Yu Zhao |
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Affiliation: | 1. http://zhaoyugroup.sg;2. Department of Chemistry, National University of Singapore, Singapore |
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Abstract: | Described is an unprecedented NHC‐catalyzed (NHC=N‐heterocyclic carbene), stereoselective ring opening of epoxy and cyclopropyl enals to deliver valuable compounds bearing multiple stereocenters. A straightforward three‐step procedure involving two catalytic enantioselective transformations has been developed and leads to a regio‐ and stereodivergent synthesis of either 1,2‐amino alcohols/diamines or 1,4‐fluoro alcohols with excellent diastereo‐ and enantiopurity. |
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Keywords: | amination enantioselectivity fluorination N-heterocyclic carbenes organocatalysis |
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