Title of article :
A novel transformation of 1-exo-substituted 2a-aroyl-1,2,2a,8b-tetrahydro-3H-benzo[b]cyclobuta[d]pyran-3-ones with sulfoxonium ylide to highly strained 2a-(1-arylethenyl)-1,2,2a,7b-tetrahydrocyclobuta[b]benzofurans
Author/Authors :
Yadav، نويسنده , , Navnath Dnyanoba and Yamashita، نويسنده , , Masayuki and Nagahama، نويسنده , , Masaki and Inaba، نويسنده , , Tomoki and Sawaki، نويسنده , , Takeshi and Kawasaki، نويسنده , , Ikuo and Kurume، نويسنده , , Ai and Ohta، نويسنده , , Shunsaku، نويسنده ,
Issue Information :
هفته نامه با شماره پیاپی سال 2008
Abstract :
When 1-substituted 2a-aroyl-1,2,2a,8b-tetrahydro-3H-benzo[b]cyclobuta[d]pyran-3-ones (1) were treated with dimethylsulfoxonium methylide, 1-endo isomers (endo-1) gave 1-substituted 3-aroyl-1,2,4a,9b-tetrahydrodibenzofuran-4-ols (2) exclusively as expected. On the other hand, 1-exo isomers (exo-1) underwent a novel transformation to 1-substituted 2a-(1-arylethenyl)-1,2,2a,7b-tetrahydrocyclobuta[b]benzofurans (3), together with 2.
Keywords :
Sulfur ylide , Tetrahydrodibenzofuran , Skelton transformation
Journal title :
Tetrahedron Letters
Journal title :
Tetrahedron Letters
