Highly Regio‐ and Stereodivergent Access to 1,2‐Amino Alcohols or 1,4‐Fluoro Alcohols by NHC‐Catalyzed Ring Opening of Epoxy enals,Angewandte Chemie International Edition

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Highly Regio‐ and Stereodivergent Access to 1,2‐Amino Alcohols or 1,4‐Fluoro Alcohols by NHC‐Catalyzed Ring Opening of Epoxy enals
Angewandte Chemie International Edition ( IF 16.1 ) Pub Date : 2018-01-16 , DOI: 10.1002/anie.201709823
Si Bei Poh ₁ , Jun-Yang Ong ₁ , Shenci Lu ₁ , Yu Zhao ₁

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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.

中文翻译：

NHC催化的环氧环戊烯开环可高度区域和立体分散地获得1,2-氨基醇或1,4-氟醇

描述了前所未有的NHC催化（NHC = N-杂环卡宾），环氧和环丙基烯醛的立体选择性开环，以提供带有多个立体中心的有价值的化合物。已经开发了一种简单的三步方法，涉及两个催化对映选择性转化，并导致区域和立体发散合成具有出色的非对映和对映纯度的1,2-氨基醇/二胺或1,4-氟醇。

更新日期：2018-01-16

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