Literature DB >> 25998622

The design of a spiro-pyrrolidine organocatalyst and its application to catalytic asymmetric Michael addition for the construction of all-carbon quaternary centers.

Jin-Miao Tian1, Yong-Hai Yuan, Yong-Qiang Tu, Fu-Min Zhang, Xiao-Bo Zhang, Shi-Heng Zhang, Shao-Hua Wang, Xiao-Ming Zhang.   

Abstract

A novel chiral spiro-pyrrolidine silyl ether organocatalyst has been designed. Its catalytic asymmetric effect is demonstrated by the Michael addition reaction, which affords the desired products with an all-carbon quaternary center in up to 99% ee and 87% yield. Furthermore, the reaction process has been investigated via in situ NMR experiments.

Entities:  

Year:  2015        PMID: 25998622     DOI: 10.1039/c5cc02765a

Source DB:  PubMed          Journal:  Chem Commun (Camb)        ISSN: 1359-7345            Impact factor:   6.222


  3 in total

1.  Reactivity and Selectivity of Iminium Organocatalysis Improved by a Protein Host.

Authors:  Alexander R Nödling; Katarzyna Świderek; Raquel Castillo; Jonathan W Hall; Antonio Angelastro; Louis C Morrill; Yi Jin; Yu-Hsuan Tsai; Vicent Moliner; Louis Y P Luk
Journal:  Angew Chem Int Ed Engl       Date:  2018-08-23       Impact factor: 15.336

2.  Development of bifunctional organocatalysts and application to asymmetric total synthesis of naucleofficine I and II.

Authors:  Yong-Hai Yuan; Xue Han; Fu-Ping Zhu; Jin-Miao Tian; Fu-Min Zhang; Xiao-Ming Zhang; Yong-Qiang Tu; Shao-Hua Wang; Xiang Guo
Journal:  Nat Commun       Date:  2019-07-29       Impact factor: 14.919

3.  A modular and divergent approach to spirocyclic pyrrolidines.

Authors:  Benjamin D A Shennan; Peter W Smith; Yusuke Ogura; Darren J Dixon
Journal:  Chem Sci       Date:  2020-08-07       Impact factor: 9.825

  3 in total

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