Literature DB >> 22998611

Efficient medium ring size bromolactonization using a sulfur-based zwitterionic organocatalyst.

Yi An Cheng1, Tao Chen, Chong Kiat Tan, Jun Jie Heng, Ying-Yeung Yeung.   

Abstract

Catalytic bromolactonization of long-chain olefinic acids resulting in the efficient synthesis of medium-sized lactones is reported using a zwitterionic catalyst and stoichiometric N-bromosuccinimide halogen source. The reaction was found to be more efficient at 0 °C than at room temperature, which could be attributed to the temperature dependence of the zwitterionic catalyst.

Entities:  

Year:  2012        PMID: 22998611     DOI: 10.1021/ja307210n

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


  5 in total

1.  Theoretical insight into the conversion of xylose to furfural in the gas phase and water.

Authors:  Meng Wang; Chao Liu; Qibin Li; Xiaoxiao Xu
Journal:  J Mol Model       Date:  2015-10-30       Impact factor: 1.810

2.  Copper-Catalyzed Modular Amino Oxygenation of Alkenes: Access to Diverse 1,2-Amino Oxygen-Containing Skeletons.

Authors:  Brett N Hemric; Andy W Chen; Qiu Wang
Journal:  J Org Chem       Date:  2019-01-17       Impact factor: 4.354

3.  Stereocontrolled access to δ-lactone-fused-γ-lactams bearing angular benzylic quaternary stereocenters.

Authors:  Timothy K Beng; Morgan J Rodriguez; Claire Borg
Journal:  RSC Adv       Date:  2022-06-14       Impact factor: 4.036

4.  Synthesis of tetrasubstituted 1-silyloxy-3-aminobutadienes and chemistry beyond Diels-Alder reactions.

Authors:  Xijian Li; Siyu Peng; Li Li; Yong Huang
Journal:  Nat Commun       Date:  2015-04-21       Impact factor: 14.919

5.  Enantioselective iodolactonization to prepare ε-lactone rings using hypervalent iodine.

Authors:  Jenna L Payne; Zihang Deng; Andrew L Flach; Jeffrey N Johnston
Journal:  Chem Sci       Date:  2022-06-08       Impact factor: 9.969

  5 in total

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