Title of article
A synthetic approach to bicyclo[6.2.1]undecane ring systems
Author/Authors
Constantino، نويسنده , , Mauricio Gomes and de Oliveira، نويسنده , , Kleber Thiago and Beatriz، نويسنده , , Adilson David Da Silva، نويسنده , , Gil Valdo José da Silva، نويسنده ,
Issue Information
هفته نامه با شماره پیاپی سال 2003
Pages
3
From page
2641
To page
2643
Abstract
A synthesis of a functionalized bicyclo[6.2.1]undecane, N-(7-hydroxymethyl-bicyclo[6.2.1]undeca-3,5,9-trien-2-yl)-4-methyl-benzenesulfonamide, is described. Starting with a [6+4] cycloaddition between cyclopentadiene and cycloheptatrienone, the final product was prepared in five steps with an overall 37% yield. The remarkable resistance to hydrolysis of an intermediate lactam was overcome by tosylating the amide and reducing with LiAlH4.
Keywords
Beckmann rearrangement , lactam tosylation
Journal title
Tetrahedron Letters
Serial Year
2003
Journal title
Tetrahedron Letters
Record number
1661389
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