Title of article
A concise route to the C2-symmetric tricyclic skeleton of ryanodine
Author/Authors
Hagiwara، نويسنده , , Koji and Himuro، نويسنده , , Masafumi and Hirama، نويسنده , , Masahiro and Inoue، نويسنده , , Masayuki، نويسنده ,
Issue Information
هفته نامه با شماره پیاپی سال 2009
Pages
3
From page
1035
To page
1037
Abstract
Ryanodine is a potent calcium channel modulator. In this Letter, we report the 10-step synthesis of the highly substituted tricyclic ring system of ryanodine. Diels–Alder reaction via dearomatization of 2,5-dimethylbenzene-1,4-diol and subsequent SmI2-mediated reductive coupling of eight-membered 1,5-diketone efficiently introduced the four consecutive fully substituted carbons of the tricyclo[3.3.2.02,6]decane system.
Keywords
Ryanodine , Diels–Alder reaction , Ring expansion , transannular cyclization , Dearomatization , samarium iodide
Journal title
Tetrahedron Letters
Serial Year
2009
Journal title
Tetrahedron Letters
Record number
1862781
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