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Issue 15, 2018
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Gold(I)-catalyzed diastereoselective synthesis of 1-α-oxybenzyl-1H-indenes

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Abstract

The gold(I)-catalyzed oxycyclization of β-aryl monosubstituted o-(alkynyl)styrenes gives rise to 1-α-methoxy or 1-α-hydroxybenzyl-1H-indenes in a diastereospecific way. In contrast to β,β-disubstituted o-(alkynyl)styrenes, the stereochemical outcome of this process, diastereospecific reaction supports the higher contribution of a gold intermediate with a cyclopropylcarbene-like character.

Graphical abstract: Gold(i)-catalyzed diastereoselective synthesis of 1-α-oxybenzyl-1H-indenes

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Publication details

The article was received on 15 Feb 2018, accepted on 17 Mar 2018 and first published on 19 Mar 2018


Article type: Communication
DOI: 10.1039/C8OB00406D
Citation: Org. Biomol. Chem., 2018,16, 2623-2628
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    Gold(I)-catalyzed diastereoselective synthesis of 1-α-oxybenzyl-1H-indenes

    C. Virumbrales, S. Suárez-Pantiga, M. Solas, M. A. Fernández-Rodríguez and R. Sanz, Org. Biomol. Chem., 2018, 16, 2623
    DOI: 10.1039/C8OB00406D

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