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Issue 89, 2015
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Enantioselective synthesis of fused heterocycles with contiguous stereogenic centers by chiral phosphoric acid catalyzed symmetry breaking

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Abstract

Described herein is a highly enantioselective synthesis of fused piperidine and pyrrolidine derivatives with all-carbon stereogenic centers. The enantioselective reductive amination from Cs-symmetric 1,3-dione derivatives proceeded in a highly stereoselective manner by taking advantage of the desymmetrization approach to afford fused heterocycles with contiguous stereogenic centers in good to excellent enantioselectivities (up to 98% ee).

Graphical abstract: Enantioselective synthesis of fused heterocycles with contiguous stereogenic centers by chiral phosphoric acid catalyzed symmetry breaking

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Publication details

The article was received on 04 Jul 2015, accepted on 14 Sep 2015 and first published on 14 Sep 2015


Article type: Communication
DOI: 10.1039/C5CC05508C
Citation: Chem. Commun., 2015,51, 16107-16110

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    Enantioselective synthesis of fused heterocycles with contiguous stereogenic centers by chiral phosphoric acid catalyzed symmetry breaking

    K. Mori, A. Miyake and T. Akiyama, Chem. Commun., 2015, 51, 16107
    DOI: 10.1039/C5CC05508C

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