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Highly enantioselective synthesis of 1,2-amino alcohol derivatives via proline-catalyzed Mannich reaction

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Martin,  Heinz
Research Group Martin, Max-Planck-Institut für Kohlenforschung, Max Planck Society;

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List,  Benjamin
Research Department List, Max-Planck-Institut für Kohlenforschung, Max Planck Society;

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Citation

Pojarliev, P., Biller, W., Martin, H., & List, B. (2003). Highly enantioselective synthesis of 1,2-amino alcohol derivatives via proline-catalyzed Mannich reaction. Synlett, 12, 1903-1905. doi:10.1055/s-2003-41491.


Cite as: http://hdl.handle.net/11858/00-001M-0000-0019-D5FC-9
Abstract
Here we report a new catalytic asymmetric synthesis of oxazolidin-2-ones 4 and Cbz-protected 1,2-amino alcohols 5. Our sequence is based on the chemistry of previously unknown 5-acyloxy-oxazolidin-2-ones, which are obtained via proline-catalyzed direct asymmetric three-component Mannich reaction and Baeyer-Villiger oxidation