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连续铱催化的 C-C 和 C-H 键形成氢化反应,用于立体和对映选择性合成顺式-3-氟-1-醇:伯醇的 C-H(2-氟)烯丙基化。

Consecutive iridium catalyzed C-C and C-H bond forming hydrogenations for the diastereo- and enantioselective synthesis of syn-3-fluoro-1-alcohols: C-H (2-fluoro)allylation of primary alcohols.

机构信息

Department of Chemistry and Biochemistry, University of Texas at Austin, Austin, TX 78712, USA.

出版信息

Chem Commun (Camb). 2012 May 16;48(39):4692-4. doi: 10.1039/c2cc31743e. Epub 2012 Apr 4.

Abstract

Commercially available (2-fluoro)allyl chloride serves as an efficient allyl donor in highly enantioselective iridium catalyzed carbonyl (2-fluoro)allylations from the alcohol or aldehyde oxidation level via transfer hydrogenation. Diastereoselective Crabtree hydrogenation of the resulting homoallylic alcohols provides syn-3-fluoro-1-alcohols.

摘要

市售的(2-氟)烯丙基氯是一种有效的烯丙基供体,在通过转移氢化从醇或醛氧化水平高度对映选择性的铱催化羰基(2-氟)烯丙基化反应中非常有用。所得的高烯丙醇的立体选择性 Crabtree 氢化提供了顺式-3-氟-1-醇。

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