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Synthesis of Optically Enriched β-Trifloromethyl-δ-lactones through Asymmetric Aldol Reactions of Acetaldehyde with Unsaturated Trifluoromethyl Ketones as the Key Steps
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).
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.
Key words: δ-lactones; aldol reactions; iodolactonization; deiodination
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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