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
Pages
4
From page
1627
To page
1630
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
Serial Year
2008
Journal title
Tetrahedron Letters
Record number
1858438
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