Author(s):
N. Prudhviraju, R.L. Satyanarayana, S. Ramesh, J. Padmavathi, B. Nagamani, B. Jagan Mohan Reddy, B. V. Subba Reddy
Email(s):
prudhvi115@gmail.com
DOI:
10.5958/0974-4150.2021.00023.7 
Address:
N. Prudhviraju1*, R.L. Satyanarayana1, S. Ramesh1, J. Padmavathi1, B. Nagamani1, B. Jagan Mohan Reddy2, B. V. Subba Reddy3
1B.V. Raju College, Vishnupur, Bhimavaram, West Godavari District, 534202, India.
2Department of Organic Chemistry, Adikavi Nannaya University, Rajahamahendravaram, 533105, India.
3Natural Product Chemistry, CSIR-Indian Institute of Chemical Technology, Tarnaka, 500007, Hyderabad, India.
*Corresponding Author
Published In:
Volume - 14,
Issue - 2,
Year - 2021
ABSTRACT:
A domino reaction has been developed for the synthesis of Oxygen bridged bicyclic thio ethers through the coupling of 4-(2-mercaptoethyl)-1-methylcyclohex-3-en-1-ol with aldehydes in the presence of Amberlyst-15 in dichloromethane at 25oC. This method is a highly diastereoselective affording the corresponding bicyclic thio ethers i.e. (1R,4aR,7R,8aR)-7-methyl-1-(2,4,5-trifluorophenyl)octahydro-4a,7-epoxyisothiochromene in good yields with high selectivity. It is the first report on the synthesis of Oxygen bridged bicyclic thioethers using a domino Prins strategy.
Cite this article:
N. Prudhviraju, R.L. Satyanarayana, S. Ramesh, J. Padmavathi, B. Nagamani, B. Jagan Mohan Reddy, B. V. Subba Reddy. Domino Prins cyclisation for Stereoselective synthesis of Oxygen bridged bicyclic thioethers using Amberlyst-15. Asian J. Research Chem. 2021; 14(2):125-131. doi: 10.5958/0974-4150.2021.00023.7
Cite(Electronic):
N. Prudhviraju, R.L. Satyanarayana, S. Ramesh, J. Padmavathi, B. Nagamani, B. Jagan Mohan Reddy, B. V. Subba Reddy. Domino Prins cyclisation for Stereoselective synthesis of Oxygen bridged bicyclic thioethers using Amberlyst-15. Asian J. Research Chem. 2021; 14(2):125-131. doi: 10.5958/0974-4150.2021.00023.7 Available on: https://ajrconline.org/AbstractView.aspx?PID=2021-14-2-6
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