Self-assembly of organocatalysts for the enantioselective Michael addition of aldehydes to nitroalkenes

Date

2010-01-29

Author

Demir, Ayhan Sıtkı
Eymur, Serkan

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A proline-thiourea self-assembled organocatalyst is described as a good catalyst for the enantioselective nitro-Michael addition of aldehydes to nitroalkenes The reaction is efficient with 5% of the thiourea, to give moderate to good enantioselectivity (up to 76% ee) High syn-selectivity was obtained with both branched and unbranched aliphatic aldehydes This is the first example of self-assembly of organocatalysts with an achiral additive in a Michael addition wherein aldehydes are utilized as donors. (c) 2009 Elsevier Ltd All rights reserved

Subject Keywords

Mannich, Cascade, Derivatives, Nitroolefins, Catalysts, Aldol, Proline, Ketones, Nitro-michael

URI

https://hdl.handle.net/11511/62588

Journal

TETRAHEDRON-ASYMMETRY

DOI

https://doi.org/10.1016/j.tetasy.2009.12.008

Collections

Department of Chemistry, Article

Citation Formats

A. S. Demir and S. Eymur, “Self-assembly of organocatalysts for the enantioselective Michael addition of aldehydes to nitroalkenes,” TETRAHEDRON-ASYMMETRY, vol. 21, no. 1, pp. 112–115, 2010, Accessed: 00, 2020. [Online]. Available: https://hdl.handle.net/11511/62588.