Bibliographic Details
| Title: |
Selective isomerization of a trans-butanediacetal derivative of tartaric acid with differentiating substituents at C-2 and C-3. |
| Authors: |
Drop, Adam1, Wojtasek, Hubert1, Frąckowiak-Wojtasek, Bożena1 bozena.frackowiak@uni.opole.pl |
| Source: |
Tetrahedron Letters: International Organ for the Rapid Publication of Preliminary Communications in Organic Chemistry. Apr2017, Vol. 58 Issue 15, p1453-1455. 3p. |
| Subjects: |
Tartaric acid, Isomerization, Substituents (Chemistry), Thioesters, Chemical derivatives |
| Abstract: |
A trans -disubstituted butanediacetal derivative with two different substituents (ester and thioester) – methyl (2 R ,3 R ,5 R ,6 R )-3-ethylsulfanylcarbonyl-5,6-dimethoxy-5,6-dimethyl-1,4-dioxane-2-carboxylate, was selectively converted to the cis derivative – methyl (2 S ,3 R ,5 R ,6 R )-3-ethylsulfanylcarbonyl-5,6-dimethoxy-5,6-dimethyl-1,4-dioxane-2-carboxylate in high yield on a multigram scale. The product of this reaction offers the possibility for selective modification of one of the substituents, which was demonstrated by Fukuyama reduction of the thioester group. [ABSTRACT FROM AUTHOR] |
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| Database: |
Engineering Source |
