Synthetic studies toward the immunosuppressant FR901483. Facile construction of the azatricyclic skeleton
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- 作者：Suvi T.M. Simila ; Andreas Reichelt and Stephen F. Martin
- 关键词：Additions to N-acyl iminium ions ; Ring closing metathesis ; Lactone– ; lactam rearrangement
- 刊名：Tetrahedron Letters
- 出版年：2006
- 出版时间：24 April 2006
- 年：2006
- 卷：47
- 期：17
- 页码：2933-2936
- 全文大小：113 K
文摘
A concise synthesis of the azatricyclic core structure of FR901483, a potent immunosuppressant, has been accomplished. The key elements of the approach involve a nucleophilic addition to an acyl iminium ion, a ring closing metathesis and a lactone–lactam rearrangement to provide the tricyclic structure.