Synthesis of 2-heterosubstituted 1,3-oxathianes and their reaction with sec- butyllithium

✍ Scribed by Kaoru Fuji; Masaru Ueda; Kenzo Sumi; Eiichi Fujita

• Book ID: 104244005
• Publisher: Elsevier Science
• Year: 1981
• Tongue: French
• Weight: 196 KB
• Volume: 22
• Category: Article
• ISSN: 0040-4039
• DOI: 10.1016/s0040-4039(01)92890-4

✦ Synopsis

Swmary : A series of 2-heterosubstituted 1,3-oxathianes were synthesized and their reactivity toward a strong base, see-butvllithium, was studied. It was shown that see-butyllithium attacked 2-heterosubstituted 1,3-oxathianes in three different ways depending upon the heteroatom at C-2; the removal of the proton at C-2, the nucleophilic attack at the heteroatom, or the nucleophilic attack at C-2 took place.