Organic Chemistry Portal

Abstracts

Search:

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

Tetrahydrothiopyrans


ID: J42-Y2012-0600