Diastereoselective synthesis of substituted tetrahydrothiopyrans via (3,5)-thionium-ene cyclization reaction.
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.
Department of Chemistry, Indian Institute of Technology Guwahati, Guwahati 781039, India.
Somasekhar
S
Bondalapati
Paramartha
P
Gogoi
Kiran
K
Indukuri
Anil K
AK
Saikia
D000447:Aldehydes / Q000737:chemistry; D003500:Cyclization; D015394:Molecular Structure; D011714:Pyrans / Q000138:chemical synthesis* / Q000737:chemistry; D000644:Quaternary Ammonium Compounds / Q000138:chemical synthesis / Q000737:chemistry*; D013237:Stereoisomerism; D013438:Sulfhydryl Compounds / Q000737:chemistry
D000447:Aldehydes; D011714:Pyrans; D000644:Quaternary Ammonium Compounds; D013438:Sulfhydryl Compounds; C059915:thionium