Exploring an Expedient IMDA Reaction Approach to Construct the Guanacastepene Core

Construction of the [5-7-6] tricyclic core of guanacastepenes was attempted by using the intramolecular Diels−Alder (IMDA) reaction and Me3Al-mediated ring opening of the oxabridge as key synthetic steps. The illustrated chemistry demonstrated a synthetic feasibility to build up the framework of gua...

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Bibliographic Details
Published in:Organic letters 2005-08, Vol.7 (17), p.3709-3712
Main Authors: Li, Chuang-Chuang, Liang, Shuang, Zhang, Xin-Hao, Xie, Zhi-Xiang, Chen, Jia-Hua, Wu, Yun-Dong, Yang, Zhen
Format: Article
Language:English
Subjects:
Catalysis
Cyclization
Diterpenes - chemical synthesis
Diterpenes - chemistry
Molecular Structure
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Summary:Construction of the [5-7-6] tricyclic core of guanacastepenes was attempted by using the intramolecular Diels−Alder (IMDA) reaction and Me3Al-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.
ISSN:1523-7060
1523-7052
DOI:10.1021/ol051312f