Diastereoselective Synthesis of Substituted Tetrahydrothiopyrans via (3,5)-Thionium-Ene Cyclization Reaction
Somasekhar Bondalapati, Paramartha Gogoi, Kiran Indukuri and Anil K. Saikia*
*Department of Chemistry, Indian Institute of Technology Guwahati, Guwahati 781039, India, Email: asaikiaiitg.ernet.in
S. Bondalapati, P. Gogoi, K. Indukuri, A. K. Saikia, J. Org. Chem., 2012, 77, 2508-2512.
DOI: 10.1021/jo2023944
Abstract
Tetrahydrothiopyrans have been efficiently synthesized in good yields with excellent diastereoselectivity from aldehydes and substituted 5-methylhex-4-ene-1-thiol via (3,5)-thionium-ene cyclization reaction mediated by boron trifluoride etherate.
see article for more examples
Key Words
ID: J42-Y2012-0600