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New glyco-oxazolidin-2-ones as chiral auxiliaries in boron-mediated asymmetric aldol reactions |
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| Institution: | 1. Center for Advanced Materials, Qatar University, Doha 2713, Qatar;2. Chemical Engineering Department, Ahmadu Bello University, Zaria, Nigeria;3. Center of Excellence in Renewable Energy, King Fahd University of Petroleum & Minerals, Dhahran 31261, Saudi Arabia;4. Hefei National Laboratory for Physical Sciences at Microscale, School of Chemistry and Material Sciences, University of Science and Technology of China, Hefei 230026, PR China |
| Abstract: | Two new chiral glyco-oxazolidin-2-one auxiliaries based on d-glucose are described. Some N-acyl derivatives were synthesized and used in dialkylboron-mediated asymmetric aldol reactions. All reactions delivered as the major diastereomer those predicted by the Zimmerman–Traxler model and were separated by column chromatography and mostly isolated in moderate to good yields. |
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