Asymmetric Synthesis Natural Product Synthesis Cross-Coupling Halogen Bond Catalysis Oxidation
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1: Organocatalytic Highly Enantioselective Synthesis of b-Formyl-a-hydroxyphosphonates; Adv. Synth. Catal. 2011, 353, 1729. S. Perera, V. K. Naganaboina, L.Wang, B. Zhang, Q. Guo, L. Rout and C.-G. Zhao. https://doi.org/10.1002/adsc.201000835
Abstrcat: The cross-aldol reaction between enolizable aldehydes and α-ketophosphonates was achieved for the first time by using 9-amino-9-deoxy-epi-quinine as the catalyst. β-Formyl-α-hydroxyphosphonates were obtained in high to excellent enantioselectivities. The reaction works especially well with acetaldehyde, which is a tough substrate for organocatalyzed cross-aldol reactions. The products were demonstrated to have anticancer activities.
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2: Allene Carboxylates as Dipolarophiles in Rh‐Catalyzed Carbonyl Ylide Cycloadditions. Chem. Eur. J. 2009, 15, 12926. L. Rout and A. M. Harned., https://doi.org/10.1002/chem.200902208
Abstract: Face-to-face: Allene carboxylates can serve as efficient dipolarophiles for Rh-catalyzed carbonyl ylide cycloadditions (see scheme). The endo and exo products arise from cycloaddition on the same face of the allene, but opposite faces of the dipole. This facial selectivity results in the formation of two of the four possible diastereomers. Daistereomers are isolated with 77% de |
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3: Synthesis, Structure and Application of Chiral Copper(II) Polymers for Asymmetric Acylation of Secondary Alcohols. Inorg. Chem. 2008, 12, 5093. S. Jammi, L. Rout, P. Saha, V. K. Akhilagunta, S. Sanyasi and T. Punniyamurthy, https://doi.org/10.1021/ic800228c
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| 4: Chiral Linear Polymers Bonded Alternatively with Salen and 1,4-Dialkoxy-2,6-diethynylbenzene: Synthesis and Application to Diethylzinc Addition to Aldehydes. Tetrahedron: Asymmetry 2007,17,2016. S. Jammi, L. Rout and T. Punniyamurthy, https://doi.org/10.1016/j.tetasy.2007.09.004
Abstract : The synthesis of chiral polymers 1 bonded alternatively with salen and 1,4-dialkoxy-2,6-diethynylbenzene was accomplished. These polymers are recyclable and catalyze the Et2Zn addition to aldehydes with good enantioselectivity.
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