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Issue 5, 2019
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Enantiodivergent synthesis of 1,2-bis(diphenylphosphino)ethanes via asymmetric [3 + 2]-cycloaddition

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Abstract

The present work provides efficient access to chiral cyclic 1,2-bis(diphenylphosphino)ethanes (DPPEs) directly from diphosphine oxide alkenes and azomethine ylides via asymmetric [3 + 2] cycloaddition. Both enantiomers of the products can be obtained in good to excellent diastereo- and enantioselectivities (up to >20 : 1 dr and 99% ee). Mild conditions, gram-scale experiment, diverse transformations and preliminary catalytic applications of the DPPEs make this approach highly attractive.

Graphical abstract: Enantiodivergent synthesis of 1,2-bis(diphenylphosphino)ethanes via asymmetric [3 + 2]-cycloaddition

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Publication details

The article was received on 25 Dec 2018, accepted on 24 Jan 2019 and first published on 25 Jan 2019


Article type: Research Article
DOI: 10.1039/C8QO01404C
Citation: Org. Chem. Front., 2019,6, 694-698

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    Enantiodivergent synthesis of 1,2-bis(diphenylphosphino)ethanes via asymmetric [3 + 2]-cycloaddition

    B. Liu, W. Li, H. Wu and J. Zhang, Org. Chem. Front., 2019, 6, 694
    DOI: 10.1039/C8QO01404C

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