Literature DB >> 16092856

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

Chuang-Chuang Li1, Shuang Liang, Xin-Hao Zhang, Zhi-Xiang Xie, Jia-Hua Chen, Yun-Dong Wu, Zhen Yang.   

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]

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Year:  2005        PMID: 16092856     DOI: 10.1021/ol051312f

Source DB:  PubMed          Journal:  Org Lett        ISSN: 1523-7052            Impact factor:   6.005


  1 in total

1.  Asymmetric [4 + 3] cycloadditions between vinylcarbenoids and dienes: application to the total synthesis of the natural product (-)-5-epi-vibsanin E.

Authors:  Brett D Schwartz; Justin R Denton; Yajing Lian; Huw M L Davies; Craig M Williams
Journal:  J Am Chem Soc       Date:  2009-06-17       Impact factor: 15.419

  1 in total

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