探索一种便捷的IMDA反应方法以构建瓜纳卡斯特烯核心结构。

Exploring an expedient IMDA reaction approach to construct the guanacastepene core.

作者信息

Li Chuang-Chuang, Liang Shuang, Zhang Xin-Hao, Xie Zhi-Xiang, Chen Jia-Hua, Wu Yun-Dong, Yang Zhen

机构信息

Key Laboratory of Bioorganic Chemistry and Molecular Engineering, Ministry of Education, College of Chemistry, State Key Laboratory of Natural and Biomimetic Drugs, School of Pharmaceutical Science, Peking University, Beijing 100871, China.

出版信息

Org Lett. 2005 Aug 18;7(17):3709-12. doi: 10.1021/ol051312f.

DOI:10.1021/ol051312f

PMID:16092856

Abstract

Construction of the [5-7-6] tricyclic core of guanacastepenes was attempted by using the intramolecular Diels-Alder (IMDA) reaction and Me(3)Al-mediated ring opening of the oxabridge as key synthetic steps. The illustrated chemistry demonstrated a synthetic feasibility to build up the framework of guanacastepenes by the IMDA reaction. [reaction: see text]

摘要

尝试通过使用分子内狄尔斯-阿尔德（IMDA）反应和三甲基铝介导的氧桥开环作为关键合成步骤来构建瓜纳卡斯特烯的[5-7-6]三环核心。所示的化学过程证明了通过IMDA反应构建瓜纳卡斯特烯骨架的合成可行性。[反应：见正文]