Tetrahedron

A new synthesis of amides and γ-lactones based on the conjugate addition of lithium enolate of amides to 1-chlorovinyl p-tolyl sulfoxides

T Satoh, Y Kamide, S Sugiyama

文献索引：Satoh, Tsuyoshi; Kamide, Yuhki; Sugiyama, Shimpei Tetrahedron, 2004 , vol. 60, # 51 p. 11805 - 11812

全文：HTML全文

被引用次数: 9

摘要

Reaction of 1-chlorovinyl p-tolyl sulfoxides, which were synthesized from chloromethyl p- tolyl sulfoxide and ketones or aldehydes, with lithium enolate of N, N-dimethylacetamide gave the adducts in good to quantitative yields. The adducts were converted to several kinds of amides in high overall yields. Treatment of the adducts with trifluoroacetic anhydride in the presence of NaI resulted in the formation of γ-tolylsulfanylated γ-lactones in high yields. ...