Articles

1,8-Diazabicyclo[5.4.0]undec-7-ene (DBU)-Promoted Stere-oselective Synthesis of Oxazolidin-2-(thi)one Derivatives

  • Yang Quanli ,
  • Song Yuye ,
  • Yu Ping ,
  • Wang Long ,
  • Liu Mingguo ,
  • Huang Nianyu
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  • a Hubei Key Laboratory of Natural Products Research and Development, College of Biological and Pharmaceutical Sciences, China Three Gorges University, Yichang 443002;
    b College of Materials and Chemical Engineering, China Three Gorges University, Yichang 443002

Received date: 2017-04-21

  Revised date: 2017-08-10

  Online published: 2017-09-08

Supported by

Project supported by the National Natural Science Foundation of China (No. 21602123), the Youth Talent Development Foundation and Scientific Foundation from Graduate School of China Three Gorges University (No. SDYC2016121).

Abstract

A series of multi-substituted oxazolidin-2-(thi)one derivatives were prepared via 1,8-diazabicyclo[5.4.0]undec-7-ene (DBU) promoted nucleophilic addition/cyclization from alkynyl alcohol and isocynate or thiocynate in high yields of 75%~95%. This concise and efficient approach provides a facial access to a library of biological (Z)-arylmethylene substituted oxazolidin-2-(thi)one derivatives with high stereo-selectivities.

Cite this article

Yang Quanli , Song Yuye , Yu Ping , Wang Long , Liu Mingguo , Huang Nianyu . 1,8-Diazabicyclo[5.4.0]undec-7-ene (DBU)-Promoted Stere-oselective Synthesis of Oxazolidin-2-(thi)one Derivatives[J]. Chinese Journal of Organic Chemistry, 2017 , 37(12) : 3177 -3185 . DOI: 10.6023/cjoc201704036

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