Addition of dithi(ol)anylium tetrafluoroborates to α,β-unsaturated ketones

• Yu-Chieh Huang,
• An Nguyen,
• Simone Gräßle,
• Sylvia Vanderheiden,
• Nicole Jung and
• Stefan Bräse

Beilstein J. Org. Chem. 2018, 14, 515–522, doi:10.3762/bjoc.14.37

• dithiolanes by addition of an ynone to α-alkyl or aryl-substitued dithiolanylium TFBs. Keywords: addition to α,β-unsaturated carbonyls; dithiane chemistry; dithianylium tetrafluoroborate (TFB); ketene dithiane; Introduction 1,3-Dithioacetals are a common motif in organic chemistry. They are part of

• type 7. This was observed in reactions using the ketene dithiane 2 as a starting material, while the use of ketene dithiolanes 1 did not cause ring opening during the reaction. The occurrence of the not desired hydrolysed compound of type 7 was generally observed if a sterically demanding combination