Literature DB >> 18376828

Tandem Michael addition/ylide epoxidation for the synthesis of highly functionalized cyclohexadiene epoxide derivatives.

Qing-Gang Wang1, Xian-Ming Deng, Ben-Hu Zhu, Long-Wu Ye, Xiu-Li Sun, Chuan-Ying Li, Chun-Yin Zhu, Qi Shen, Yong Tang.   

Abstract

A highly efficient diastereoselective synthesis of cyclohexadiene epoxide derivatives with a multi-stereocenter has been developed via a tandem ylide Michael addition/epoxidation. By employing a chiral sulfonium ylide, up to 96% ee can be achieved in good yields.

Entities:  

Year:  2008        PMID: 18376828     DOI: 10.1021/ja800747m

Source DB:  PubMed          Journal:  J Am Chem Soc        ISSN: 0002-7863            Impact factor:   15.419


  2 in total

1.  Switchable selectivity in an NHC-catalysed dearomatizing annulation reaction.

Authors:  Chang Guo; Mirco Fleige; Daniel Janssen-Müller; Constantin G Daniliuc; Frank Glorius
Journal:  Nat Chem       Date:  2015-08-31       Impact factor: 24.427

2.  Construct indeno[1,2-b]oxepine or cis-cyclopropylacrylate by sulfur ylides.

Authors:  Qinfang Chen; Yihao Pan; Dongxin Zhao; Weiran Yang; Jing Zheng
Journal:  RSC Adv       Date:  2020-06-08       Impact factor: 3.361

  2 in total

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