Literature DB >> 20977235

Chiral bicycle imidazole nucleophilic catalysts: rational design, facile synthesis, and successful application in asymmetric Steglich rearrangement.

Zhenfeng Zhang1, Fang Xie, Jia Jia, Wanbin Zhang.   

Abstract

A new type of chiral bicycle imidazole nucleophilic catalyst was rationally designed, facilely synthesized, and successfully applied in an asymmetric Steglich rearrangement with good to excellent yield and enantioselectivity at ambient temperature. Moreover, it can be easily recycled with almost no reduction of catalytic efficiency. This is the first example for the successful chiral imidazole nucleophilic catalyst without H-bonding assistance.

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Year:  2010        PMID: 20977235     DOI: 10.1021/ja109069k

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


  6 in total

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Authors:  Elizabeth A Stone; Brandon Q Mercado; Scott J Miller
Journal:  Org Lett       Date:  2019-03-12       Impact factor: 6.005

2.  Ni-Catalyzed Enantioselective C-Acylation of α-Substituted Lactams.

Authors:  Masaki Hayashi; Shoshana Bachman; Satoshi Hashimoto; Chad C Eichman; Brian M Stoltz
Journal:  J Am Chem Soc       Date:  2016-07-15       Impact factor: 15.419

3.  Enantiodivergent Steglich rearrangement of O-carboxylazlactones catalyzed by a chirality switchable helicene containing a 4-aminopyridine unit.

Authors:  Chien-Tien Chen; Cheng-Che Tsai; Pei-Kang Tsou; Gou-Tao Huang; Chin-Hui Yu
Journal:  Chem Sci       Date:  2016-08-25       Impact factor: 9.825

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Authors:  Artis Klapars; John Y L Chung; John Limanto; Ralph Calabria; Louis-Charles Campeau; Kevin R Campos; Wenyong Chen; Stephen M Dalby; Tyler A Davis; Daniel A DiRocco; Alan M Hyde; Amude M Kassim; Mona Utne Larsen; Guiquan Liu; Peter E Maligres; Aaron Moment; Feng Peng; Rebecca T Ruck; Michael Shevlin; Bryon L Simmons; Zhiguo Jake Song; Lushi Tan; Timothy J Wright; Susan L Zultanski
Journal:  Chem Sci       Date:  2021-05-19       Impact factor: 9.825

5.  Catalytic Enantioselective Synthesis of C1 - and C2 -Symmetric Spirobiindanones through Counterion-Directed Enolate C-Acylation.

Authors:  Benjamin F Rahemtulla; Hugh F Clark; Martin D Smith
Journal:  Angew Chem Int Ed Engl       Date:  2016-10-10       Impact factor: 15.336

6.  Chemical Synthesis of the Anti-COVID-19 Drug Remdesivir.

Authors:  Mo Wang; Lu Zhang; Xiaohong Huo; Zhenfeng Zhang; Wanbin Zhang
Journal:  Curr Protoc       Date:  2021-12
  6 in total

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