2 research outputs found

    Étienne-Hyacinthe de Ratte and Pierre Marie Auguste Broussonet, Montpellier, [France], to James Edward Smith, 12 Great Marlborough Street, London

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    De Ratte, secretary of the Académie des Sciences of Montpellier, informs Smith he has been elected a Correspondent Member. Broussonet has appended his own communication

    1,4-Naphthoquinones in H‑Bond-Directed Trienamine-Mediated Strategies

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    The synthesis of optically active, carboannulated dihydronaphthoquinone and naphthoquinone derivatives with up to four stereogenic centers is demonstrated by H-bond-directed, trienamine-mediated [4 + 2]-cycloadditions. The outcome of the reaction between 2,4-dienals and 1,4-naphthoquinones is controlled by the substituent in the 2-position of the 1,4-naphthoquinone. In the case of sterically demanding 2-substituted derivatives, dihydronaphthoquinones are obtained. However, when a hydrogen atom is present in the 2-position, a subsequent oxidation of the initially formed cycloadducts occurs yielding naphthoquinones
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