ARTICLE

Synthesis of Optically Enriched β-Trifloromethyl-δ-lactones through Asymmetric Aldol Reactions of Acetaldehyde with Unsaturated Trifluoromethyl Ketones as the Key Steps

  • Yao Zili ,
  • Kang Tairan ,
  • He Long ,
  • Liu Quanzhong
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  • Key Laboratory of Chemical Synthesis and Pollution Control of Sichuan Province, College of Chemistry and Chemical Engineering, China West Normal University, Nanchong 637009

Received date: 2014-02-24

  Revised date: 2014-03-17

  Online published: 2014-04-01

Supported by

Project supported by the Innovative Research Team in College of Sichuan Province (No. 14TD0016).

Abstract

Optically enriched δ-lactones with a quaternary trifluoromethyl carbinol motif were synthesized in good yields with high to excellent enantioselectivities. The synthesis step includes asymmetric aldol reactions of acetaldehyde with unsaturated trifluoromethyl ketones followed by oxidations and a subsequent iodolactonization and deiodination.

Cite this article

Yao Zili , Kang Tairan , He Long , Liu Quanzhong . Synthesis of Optically Enriched β-Trifloromethyl-δ-lactones through Asymmetric Aldol Reactions of Acetaldehyde with Unsaturated Trifluoromethyl Ketones as the Key Steps[J]. Chinese Journal of Organic Chemistry, 2014 , 34(7) : 1399 -1406 . DOI: 10.6023/cjoc201402028

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