http://repository.iitr.ac.in/handle/123456789/3958| Title: | Asymmetric Michael addition catalysed by sugar-based prolinamides in solvent-free conditions |
| Authors: | Agarwal J. Peddinti, Rama Krishna |
| Published in: | Tetrahedron Letters |
| Abstract: | Sugar-based prolinamides derived from glucosamine have been developed as organocatalysts for the asymmetric Michael addition between cyclohexanones and nitroolefins. Numerous polar and nonpolar solvents and additives have been screened in the current study. The organocatalyst 1c in the presence of benzoic acid as additive catalysed the reaction under neat conditions to afford Michael adducts in high yields (up to 98%) with excellent diastereoselectivities (up to >99:1) and moderate enantiomeric ratios (up to 84:16). © 2010 Elsevier Ltd. All rights reserved. |
| Citation: | Tetrahedron Letters (2011), 52(1): 117-121 |
| URI: | https://doi.org/10.1016/j.tetlet.2010.10.148 http://repository.iitr.ac.in/handle/123456789/3958 |
| Issue Date: | 2011 |
| ISSN: | 404039 |
| Author Scopus IDs: | 56344053500 6602375630 |
| Author Affiliations: | Agarwal, J., Department of Chemistry, Indian Institute of Technology, Roorkee 247 667, Uttarakhand, India Peddinti, R.K., Department of Chemistry, Indian Institute of Technology, Roorkee 247 667, Uttarakhand, India |
| Funding Details: | We are grateful to DST, New Delhi , for the financial support (research Grant No. SR/S1/OC-15/2005 ). J.A. thanks UGC for the award of research fellowship. |
| Corresponding Author: | Peddinti, R. K.; Department of Chemistry, Indian Institute of Technology, Roorkee 247 667, Uttarakhand, India; email: rkpedfcy@iitr.ernet.in |
| Appears in Collections: | Journal Publications [CY] |
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