| Full text | |
| Author(s): |
Total Authors: 2
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| Affiliation: | [1] Univ Sao Paulo, Dept Quim Fundamental, Inst Quim, Av Prof Lineu Prestes 748, BR-05508000 Sao Paulo, SP - Brazil
Total Affiliations: 1
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| Document type: | Journal article |
| Source: | CATALYSIS SCIENCE & TECHNOLOGY; v. 11, n. 1, p. 312-318, JAN 7 2021. |
| Web of Science Citations: | 0 |
| Abstract | |
The epoxidation of olefin as a strategy to protect carbon-carbon double bonds is a well-known procedure in organic synthesis, however the reverse reaction, deprotection/deoxygenation of epoxides is much less developed, despite its potential utility for the synthesis of substituted olefins. Here, we disclose a clean protocol for the selective deprotection of epoxides, by combining commercially available organophosphorus ligands and gold nanoparticles (Au NP). Besides being successfully applied in the deoxygenation of epoxides, the discovered catalytic system also enables the selective reduction N-oxides and sulfoxides using molecular hydrogen as reductant. The Au NP catalyst combined with triethylphosphite P(OEt)(3) is remarkably more reactive than solely Au NPs. The method is not only a complementary Au-catalyzed reductive reaction under mild conditions, but also an effective procedure for selective reductions of a wide range of valuable molecules that would be either synthetically inconvenient or even difficult to access by alternative synthetic protocols or by using classical transition metal catalysts. (AU) | |
| FAPESP's process: | 16/16738-7 - Study of the influence of organic ligands on the reactivity of gold nanoparticles |
| Grantee: | Liane Marcia Rossi |
| Support Opportunities: | Regular Research Grants |
| FAPESP's process: | 18/26253-6 - COOPERATIVE CATALYSIS: AN ALTERNATIVE FOR THE DEVELOPMENT OF GOLD AND EARTH-ABUNDANT TRANSITION METAL CATALYSTS |
| Grantee: | Liane Marcia Rossi |
| Support Opportunities: | Regular Research Grants |