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Issue 27, 2011
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Control of selectivity in the generation and reactions of oxonium ylides

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Abstract

Dirhodium catalyzed reactions of aryl-substituted tetrahydropyranone diazoacetoacetates produce ylide intermediates that unexpectedly yield two oxabicyclo[4.2.1]-nonane diastereoisomers, but a single diastereoisomer is formed by increasing the steric bulk of the aryl substituent.

Graphical abstract: Control of selectivity in the generation and reactions of oxonium ylides

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Publication details

The article was received on 26 Apr 2011, accepted on 23 May 2011 and first published on 10 Jun 2011


Article type: Communication
DOI: 10.1039/C1CC12443A
Chem. Commun., 2011,47, 7623-7625

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    Control of selectivity in the generation and reactions of oxonium ylides

    D. M. Jaber, R. N. Burgin, M. Hepler, P. Zavalij and M. P. Doyle, Chem. Commun., 2011, 47, 7623
    DOI: 10.1039/C1CC12443A

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