(-)-trans-2-N,N-dialkylacetamide-1,3-dithiolanes-S-oxide 2 have been obtained in high d.e. (> 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.
Enantioselective Oxidation of Thioethers .7. Synthesis of Trans-2-n,n-dialkylacetamide-1,3-dithiolanes-s-oxide and Their Use In Asymmetric Aldol-type Reactions
LICINI, GIULIA MARINA;
1992
Abstract
(-)-trans-2-N,N-dialkylacetamide-1,3-dithiolanes-S-oxide 2 have been obtained in high d.e. (> 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.
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