Applications of ring closing metathesis. Total synthesis of (±)-pseudotabersonine

TETRAHEDRON

卷:71

Article

Cheng, Bo¹  Sunderhaus, James D.¹  Martin, Stephen F.¹ 

[1] Univ Texas Austin, Dept Chem, Austin, TX 78712 USA

关键词: Double ring-closing metathesis;    Multicomponent assembly process;    Alkaloid;    Total synthesis;   

DOI  :  10.1016/j.tet.2015.04.082

来源: Elsevier

【 摘 要 】

A novel approach to the Aspidosperma family of alkaloids was developed and applied to a concise total synthesis of (+/-)-pseudotabersonine that was accomplished in 11 steps. Key transformations include a stepwise variant of a Mannich-like multicomponent assembly process, a double ring-closing metathesis sequence, and a one-pot deprotection/cyclization reaction. (C) 2015 Elsevier Ltd. All rights reserved.

【 授权许可】

Free