Literature DB >> 24569962

Organocatalytic [4 + 2] cyclocondensation of α,β-unsaturated acyl chlorides with imines: highly enantioselective synthesis of dihydropyridinone and piperidine derivatives.

Wen-Qiang Jia1, Xiang-Yu Chen, Li-Hui Sun, Song Ye.   

Abstract

The cinchona alkaloid-catalyzed [4 + 2] cyclocondensation of α,β-unsaturated acyl chlorides with imines is developed to give the corresponding substituted dihydropyridinones in good yields with high to excellent enantioselectivities. Reduction of the dihydropyridinones gave highly optically active substituted tetrahydropyridinone and piperidine derivatives.

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Year:  2014        PMID: 24569962     DOI: 10.1039/c4ob00114a

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


  3 in total

1.  Asymmetric δ-Lactam Synthesis with a Monomeric Streptavidin Artificial Metalloenzyme.

Authors:  Isra S Hassan; Angeline N Ta; Michael W Danneman; Natthawat Semakul; Matthew Burns; Corey H Basch; Vanessa N Dippon; Brian R McNaughton; Tomislav Rovis
Journal:  J Am Chem Soc       Date:  2019-03-13       Impact factor: 15.419

Review 2.  Asymmetric Organocatalysis: The Emerging Utility of α,β-Unsaturated Acylammonium Salts.

Authors:  Sreekumar Vellalath; Daniel Romo
Journal:  Angew Chem Int Ed Engl       Date:  2016-09-21       Impact factor: 15.336

3.  Direct Regio- and Diastereoselective Synthesis of δ-Lactams from Acrylamides and Unactivated Alkenes Initiated by RhIII -Catalyzed C-H Activation.

Authors:  Sumin Lee; Natthawat Semakul; Tomislav Rovis
Journal:  Angew Chem Int Ed Engl       Date:  2020-02-11       Impact factor: 15.336

  3 in total

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