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Highly diastereoselective synthesis of optically pure trifluoromethyl-substituted imidazolidine, oxazolidine and thiazolidine

✍ Scribed by Honghai Zhang; Qilong Shen; Long Lu

Book ID: 104098619
Publisher: Elsevier Science
Year: 2011
Tongue: French
Weight: 611 KB
Volume: 52
Category: Article
ISSN: 0040-4039
DOI: 10.1016/j.tetlet.2010.11.061

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✦ Synopsis

Optically pure trifluoromethylated imidazolidine, oxazolidine, and thiazolidine derivatives were synthesized through double Michael addition of chiral amino amides, amino acids, or amino alcohols to an easily available trifluoromethyl building block methyl (Z)-2-bromo-4,4,4-trifluoro-2-butenoate. These reactions occurred highly diastereo-selectively (up to 99:1) in good yields (65-96%) under mild conditions.

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