Literature DB >> 24968137

Catalytic asymmetric nucleophilic openings of 3-substituted oxetanes.

Zhaobin Wang1, Zhilong Chen, Jianwei Sun.   

Abstract

Asymmetric ring-opening of 3-substituted oxetanes provides rapid access to highly functionalized chiral building blocks. However, progress in this field is limited. Recently we developed a new catalytic system based on chiral Brønsted acids for this type of reaction and demonstrated the synthesis of a range of useful molecules under mild and operationally simple conditions. In this perspective, we describe the challenges, progress, and potential future efforts on this topic.

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Year:  2014        PMID: 24968137     DOI: 10.1039/c4ob00920g

Source DB:  PubMed          Journal:  Org Biomol Chem        ISSN: 1477-0520            Impact factor:   3.876


  12 in total

1.  Highly Enantioselective, Hydrogen-Bond-Donor Catalyzed Additions to Oxetanes.

Authors:  Daniel A Strassfeld; Zachary K Wickens; Elias Picazo; Eric N Jacobsen
Journal:  J Am Chem Soc       Date:  2020-05-06       Impact factor: 15.419

2.  Enantioselective Synthesis of Oxetanes Bearing All-Carbon Quaternary Stereocenters via Iridium-Catalyzed C-C Bond-Forming Transfer Hydrogenation.

Authors:  Yi-An Guo; Wonchul Lee; Michael J Krische
Journal:  Chemistry       Date:  2017-01-27       Impact factor: 5.236

3.  Oxetan-3-ols as 1,2-bis-Electrophiles in a Brønsted-Acid-Catalyzed Synthesis of 1,4-Dioxanes.

Authors:  Juan J Rojas; Elena Torrisi; Maryne A J Dubois; Riashat Hossain; Andrew J P White; Giovanni Zappia; James J Mousseau; Chulho Choi; James A Bull
Journal:  Org Lett       Date:  2022-03-21       Impact factor: 6.005

4.  Enantioselective Iridium-Catalyzed Reductive Coupling of Dienes with Oxetanones and N-Acyl-Azetidinones Mediated by 2-Propanol.

Authors:  Cole C Meyer; Zachary J Dubey; Michael J Krische
Journal:  Angew Chem Int Ed Engl       Date:  2022-02-16       Impact factor: 15.336

5.  Synthesis of di-, tri-, and tetrasubstituted oxetanes by rhodium-catalyzed O-H insertion and C-C bond-forming cyclization.

Authors:  Owen A Davis; James A Bull
Journal:  Angew Chem Int Ed Engl       Date:  2014-10-14       Impact factor: 15.336

6.  Structurally Divergent Lithium Catalyzed Friedel-Crafts Reactions on Oxetan-3-ols: Synthesis of 3,3-Diaryloxetanes and 2,3-Dihydrobenzofurans.

Authors:  Rosemary A Croft; James J Mousseau; Chulho Choi; James A Bull
Journal:  Chemistry       Date:  2016-10-10       Impact factor: 5.236

7.  A mild catalytic synthesis of 2-oxazolines via oxetane ring-opening: rapid access to a diverse family of natural products.

Authors:  Hai Huang; Wen Yang; Zuliang Chen; Zengwei Lai; Jianwei Sun
Journal:  Chem Sci       Date:  2019-08-26       Impact factor: 9.825

8.  3-Aminooxetanes: versatile 1,3-amphoteric molecules for intermolecular annulation reactions.

Authors:  Zengwei Lai; Renwei Zhang; Qiang Feng; Jianwei Sun
Journal:  Chem Sci       Date:  2020-09-08       Impact factor: 9.825

9.  Air-Curable, High-Resolution Patternable Oxetane-Based Liquid Crystalline Photonic Films via Flexographic Printing.

Authors:  Davey C Hoekstra; Koen Nickmans; Johan Lub; Michael G Debije; Albert P H J Schenning
Journal:  ACS Appl Mater Interfaces       Date:  2019-02-08       Impact factor: 9.229

10.  Desymmetrization of unactivated bis-alkenes via chiral Brønsted acid-catalysed hydroamination.

Authors:  Zhang-Long Yu; Yong-Feng Cheng; Na-Chuan Jiang; Jian Wang; Li-Wen Fan; Yue Yuan; Zhong-Liang Li; Qiang-Shuai Gu; Xin-Yuan Liu
Journal:  Chem Sci       Date:  2020-05-20       Impact factor: 9.825

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