Tetrahedron letters

Enantioselective oxidation of thioethers: synthesis of trans-2-N, N-dialkylacetamide-1, 3-dithiolanes-S-oxide and their use in asymmetric aldol-type reactions

M Corich, F Di Furia, G Licini, G Modena

文献索引：Corich, Martina; Furia, Fulvio Di; Licini, Giulia; Modena, Giorgio Tetrahedron Letters, 1992 , vol. 33, # 21 p. 3043 - 3044

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被引用次数: 23

摘要

Abstract (−)-trans-2-N, N-dialkylacetamide-1, 3-dithiolanes-S-oxide 2 have been obtained in high de (> 99: 1) and ee (up to 94%),> 98% after crystallization) by enantioselective oxidation [Ti (i-PrO) 4,(+)-DET, t-BuOOH]. The aldol-type addition of the magnesium enolate of the N, N-diethyl derivative (−)-2b to iso-butyraldehyde afforded good chemical yields of a single diastereomer.