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Exploring an Expedient IMDA Reaction Approach to Construct the Guanacastepene Core

2005; American Chemical Society; Volume: 7; Issue: 17 Linguagem: Inglês

10.1021/ol051312f

1523-7060

Chuang‐Chuang Li, Shuang Liang, Xinhao Zhang, Zhixiang Xie, Jiahua Chen, Yun‐Dong Wu, Zhen Yang,

Asymmetric Synthesis and Catalysis

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.