Title of article
Duplicated ring enlargement of 4,9-methanothia[11]annulene to 6,11-methanothia[15]annulene
Author/Authors
Kuroda، نويسنده , , Shigeyasu and Kasai، نويسنده , , Rie and Nagaya، نويسنده , , Ryo and Miyatake، نويسنده , , Ryuta and Horino، نويسنده , , Yoshikazu and Matsumoto، نويسنده , , Naoko and Oda، نويسنده , , Mitsunori، نويسنده ,
Issue Information
هفته نامه با شماره پیاپی سال 2011
Pages
4
From page
1426
To page
1429
Abstract
3,10-Dipyrrolidinyl-4,9-methanothia[11]annulene reacts with excess dimethyl acetylenedicarboxylate (DMAD) in refluxing toluene to give ring-enlarged 6,11-methanothia[15]annulene. X-ray crystallographic analysis of the product shows two different cis,trans-dienyl parts in the ring system. Product formation possibly involves π-facial selective addition of the enamine with DMAD and torque-selective ring opening of the intermediate cyclobutenes.
Keywords
Methanothia–annulene , X-ray crystallographic analysis , cycloaddition , Electrocyclic reaction , Enamine
Journal title
Tetrahedron Letters
Serial Year
2011
Journal title
Tetrahedron Letters
Record number
1877333
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