Publications

 

Asymmetric Synthesis     Natural Product Synthesis      Cross-Coupling        Halogen Bond Catalysis    Oxidation


 1: Organocatalytic Highly Enantioselective Synthesis of b-Formyl-a-hydroxyphosphonates;  Adv. Synth. Catal2011, 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.

 

 

 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

 

3: Synthesis, Structure and Application of Chiral Copper(II) Polymers for Asymmetric Acylation  of Secondary Alcohols.   InorgChem.  2008, 12, 5093.

S. Jammi, L. Rout, P. Saha, V. K. Akhilagunta, S. Sanyasi and T. Punniyamurthy, https://doi.org/10.1021/ic800228c

                                                                        


Abstract: Chiral copper(II) coordination polymers 1a−c prepared by the one-pot synthesis catalyze the asymmetric acylation of secondary alcohols with 90% ee (s = 50). The catalyst is recyclable without loss of activity.Chiral copper(II) coordination polymers 1a−c have been prepared by one-pot synthesis in high yield. Their single-crystal X-ray analysis showed that repeating units are connected to each other by carboxylate linker and copper(II) atoms are pentacoordinated with distorted square-pyramidal geometry for 1a−b and square-planar geometry for 1c. These polymers have catalyzed the kinetic resolution of secondary alcohols by acylation with up to 90% ee (s = 50).

 
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

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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.