Jump to main content
Jump to site search

Issue 3, 2008
Previous Article Next Article

Dichotomies in microwave-assisted propargyl-isomerization–Claisen domino sequences dependent on base strengths

Author affiliations

Abstract

Microwave-assisted unimolecular isomerization–Claisen domino reactions of 1,3-di(hetero)aryl propargyl trityl ethers lead, depending on the basicity of the amine, either to the formation of tricyclo[3.2.1.02,7]oct-3-enes (with triethylamine) or to indanes (with DBU). Based upon product analyses and computations, this base dependent dichotomy can be rationalized as a sequel of pericyclic reactions with intermediate protonation and deprotonation.

Graphical abstract: Dichotomies in microwave-assisted propargyl-isomerization–Claisen domino sequences dependent on base strengths

Back to tab navigation

Supplementary files

Publication details

The article was received on 17 Sep 2007, accepted on 26 Nov 2007 and first published on 17 Dec 2007


Article type: Paper
DOI: 10.1039/B714351F
Citation: Org. Biomol. Chem., 2008,6, 532-539
  •   Request permissions

    Dichotomies in microwave-assisted propargyl-isomerization–Claisen domino sequences dependent on base strengths

    D. M. D'Souza, W. Liao, F. Rominger and T. J. J. Müller, Org. Biomol. Chem., 2008, 6, 532
    DOI: 10.1039/B714351F

Search articles by author

Spotlight

Advertisements