Document Type
Article
Publication Date
2011
College/Unit
Eberly College of Arts and Sciences
Department/Program/Center
Chemistry
Abstract
Triazole–Au (TA–Au) catalysts were employed in several transformations involving propargyl ester rearrangement. Good chemoselectivity was observed, which allowed the effective activation of the alkyne without affecting the reactivity of the allene ester intermediates. These results led to the investigation of the preparation of allene ester intermediates with TA–Au catalysts under anhydrous conditions. As expected, the desired 3,3-rearrangement products were obtained in excellent yields (generally >90% yields with 1% loading). Besides the typical ester migrating groups, carbonates and carbamates were also found to be suitable for this transformation, which provided a highly efficient, practical method for the preparation of substituted allenes.
Digital Commons Citation
Wang, Dawei; Zhang, Yanwei; Cai, Rong; and Shi, Xiadong, "Triazole–Au(I) complex as chemoselective catalyst in promoting propargyl ester rearrangements" (2011). Faculty & Staff Scholarship. 2695.
https://researchrepository.wvu.edu/faculty_publications/2695
Source Citation
Wang, D., Zhang, Y., Cai, R., & Shi, X. (2011). Triazole–Au(I) complex as chemoselective catalyst in promoting propargyl ester rearrangements. Beilstein Journal of Organic Chemistry, 7, 1014–1020. https://doi.org/10.3762/bjoc.7.115
Comments
© 2011 Wang et al; licensee Beilstein-Institut.
This is an Open Access article under the terms of the Creative Commons Attribution License (http://creativecommons.org/licenses/by/2.0), which permits unrestricted use, distribution, and reproduction in any medium, provided the original work is properly cited.
The license is subject to the Beilstein Journal of Organic Chemistry terms and conditions: (http://www.beilstein-journals.org/bjoc)