Synthesis of modular thiophene-oxazoline ligands and their application in the asymmetric phenyl transfer reaction to aldehydes |
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| Affiliation: | 1. School of Chemistry and Bio21 Institute of Molecular Science and Biotechnology, University of Melbourne, Victoria 3010, Australia;2. ARC Centre of Excellence in Free Radical Chemistry and Biotechnology, Australia;3. School of Chemistry and Molecular Biosciences, University of Queensland, Brisbane 4072, Queensland, Australia;1. Faculty of Agriculture, Ehime University, 3-5-7 Tarumi, Matsuyama, Ehime 790-8566, Japan;2. South Ehime Fisheries Research Center, 1289-1 Funakoshi, Ainan, Ehime 798-4292, Japan;3. Integrated Center for Sciences, Tarumi Station, Ehime University, 3-5-7 Tarumi, Matsuyama, Ehime 790-8566, Japan;1. Moldova State University, 60, A. Mateevici Street, Chisinau, MD 2009, Moldavia;2. Petru Poni Institute of Macromolecular Chemistry, Aleea Gr. Ghica Voda 41A, 700487 Iasi, Romania;3. Gheorghe Asachi Tehnical University of Iasi, Faculty of Chemical Engineering and Environmental Protection, 73 Prof. dr. doc. D. Mangeron Street, 700050 Iasi, Romania |
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| Abstract: | A series of thiophene mono (oxazoline) N,O-ligands with three sites of diversity were synthesized concisely in two steps from the corresponding thiophene carbonitriles. These ligands were applied to the enantioselective phenyl transfer reaction of aldehydes, resulting in the corresponding chiral diaryl methanol products with excellent yields and moderate to good enantioselectivities. |
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