Highly Enantioselective Synthesis of 1,2-Amino Alcohol Derivatives via 
Proline-Catalyzed Mannich Reaction

Pojarliev, Peter; Biller, William T.; Martin, Harry J.; List, Benjamin

doi:10.1055/s-2003-41491

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Highly Enantioselective Synthesis of 1,2-Amino Alcohol Derivatives via Proline-Catalyzed Mannich Reaction

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Pojarliev, P., Biller, W. T., Martin, H. J., & List, B. (2003). Highly Enantioselective Synthesis of 1,2-Amino Alcohol Derivatives via Proline-Catalyzed Mannich Reaction. Synlett, 2003(12), 1903-1905. doi:10.1055/s-2003-41491.

Cite as: https://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