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Di(methylimidazole)prolinol silyl ether catalyzed highly Michael addition of aldehydes to nitroolefins in water.
Org Lett. 2009 Aug 06; 11(15):3354-6.OL

Abstract

A new pyrrolidine-based organocatalyst for asymmetric reactions has been developed and shown to be a very effective catalyst for the Michael reaction involving various nitroolefins and aldehydes in water. This design is based on the introduction of a hydrophilic group into the pyrrolidine side chain. This catalyst, di(methylimidazole)prolinol silyl ether in combination with sodium bicarbonate as additive effectively catalyzed the Michael addition of aldehydes to nitroolefins in water as solvent in high yields and excellent enantioselectivities.

Authors+Show Affiliations

Department of Chemistry, Texas A&M University-Commerce, Commerce, Texas 75429-3011, USA.No affiliation info availableNo affiliation info available

Pub Type(s)

Journal Article

Language

eng

PubMed ID

19572597

Citation

Wu, Jianbin, et al. "Di(methylimidazole)prolinol Silyl Ether Catalyzed Highly Michael Addition of Aldehydes to Nitroolefins in Water." Organic Letters, vol. 11, no. 15, 2009, pp. 3354-6.
Wu J, Ni B, Headley AD. Di(methylimidazole)prolinol silyl ether catalyzed highly Michael addition of aldehydes to nitroolefins in water. Org Lett. 2009;11(15):3354-6.
Wu, J., Ni, B., & Headley, A. D. (2009). Di(methylimidazole)prolinol silyl ether catalyzed highly Michael addition of aldehydes to nitroolefins in water. Organic Letters, 11(15), 3354-6. https://doi.org/10.1021/ol901204b
Wu J, Ni B, Headley AD. Di(methylimidazole)prolinol Silyl Ether Catalyzed Highly Michael Addition of Aldehydes to Nitroolefins in Water. Org Lett. 2009 Aug 6;11(15):3354-6. PubMed PMID: 19572597.
* Article titles in AMA citation format should be in sentence-case
TY - JOUR T1 - Di(methylimidazole)prolinol silyl ether catalyzed highly Michael addition of aldehydes to nitroolefins in water. AU - Wu,Jianbin, AU - Ni,Bukuo, AU - Headley,Allan D, PY - 2009/7/4/entrez PY - 2009/7/4/pubmed PY - 2009/7/4/medline SP - 3354 EP - 6 JF - Organic letters JO - Org Lett VL - 11 IS - 15 N2 - A new pyrrolidine-based organocatalyst for asymmetric reactions has been developed and shown to be a very effective catalyst for the Michael reaction involving various nitroolefins and aldehydes in water. This design is based on the introduction of a hydrophilic group into the pyrrolidine side chain. This catalyst, di(methylimidazole)prolinol silyl ether in combination with sodium bicarbonate as additive effectively catalyzed the Michael addition of aldehydes to nitroolefins in water as solvent in high yields and excellent enantioselectivities. SN - 1523-7052 UR - https://www.unboundmedicine.com/medline/citation/19572597/Di_methylimidazole_prolinol_silyl_ether_catalyzed_highly_Michael_addition_of_aldehydes_to_nitroolefins_in_water_ L2 - https://doi.org/10.1021/ol901204b DB - PRIME DP - Unbound Medicine ER -
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