A dual metathesis route to oligomeric sulfonamides

详细信息    查看全文

• 作者：Wanner ; Jutta ; Harned ; Andrew M. ; Probst ; Donald A. ; Poon ; Kevin W. C. ; Klein ; Thomas A. ; Snelgrove ; Kelley A. ; et. al.
• 刊名：Tetrahedron Letters
• 出版年：2002
• 出版时间：February 4, 2002
• 年：2002
• 卷：43
• 期：6
• 页码：917-921
• 全文大小：148 K

文摘

A strategy employing both ring-closing metathesis (RCM) and ring-opening metathesis polymerization (ROMP) as routes to synthesizing oligomeric sulfonamides is described. Amino acid-derived α,β-unsaturated γ-sultams, containing either exo-cyclic or γ-endo-cyclic stereogenic centers, are generated via RCM. These sultams undergo stereoselective Diels–Alder reactions to yield endo-norbornenyl sulfonamides as the major diastereomers. Subsequent ROMP rapidly produces sulfonamide-based oligomers.