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  • Highly efficient synthesis of enantiopure diacetylated C(2)-symmetric diols by ruthenium- and enzyme-catalyzed dynamic kinetic asymmetric transformation (DYKAT).

Highly efficient synthesis of enantiopure diacetylated C(2)-symmetric diols by ruthenium- and enzyme-catalyzed dynamic kinetic asymmetric transformation (DYKAT).

Chemistry (Weinheim an der Bergstrasse, Germany) (2006-06-27)
Belén Martín-Matute, Michaela Edin, Jan-E Bäckvall
RÉSUMÉ

Highly efficient synthesis of enantiopure diacetates of 2,4-pentanediol and 2,5-hexanediol starting from commercially available mixtures of the diols (dl/meso approximately 1:1) has been realized by combining a fast ruthenium-catalyzed epimerization with an enzymatic transesterification. The in situ coupling of these two processes produces the diacetates in high yield in >99 % enantiomeric excess.

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Sigma-Aldrich
2,4-Pentanediol, 98%
Sigma-Aldrich
2,5-Hexanediol, 99% (mixture of isomers)