Chemoenzymatic flow cascade for the synthesis of protected mandelonitrile derivatives

A chemoenzymatic two-step cascade process, with both steps having incompatible reaction conditions, was successfully performed in continuous flow. The chemoenzymatic aqueous formation of cyanohydrins was integrated with a subsequent organic phase protection step in a single flow process utilising a...

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Published inOrganic & biomolecular chemistry Vol. 13; no. 6; pp. 1634 - 1638
Main Authors Delville, Mariëlle M E, Koch, Kaspar, van Hest, Jan C M, Rutjes, Floris P J T
Format Journal Article
LanguageEnglish
Published England 14.02.2015
Subjects
Acetonitriles - chemical synthesis
Acetonitriles - chemistry
Molecular Structure
Stereoisomerism
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Summary:A chemoenzymatic two-step cascade process, with both steps having incompatible reaction conditions, was successfully performed in continuous flow. The chemoenzymatic aqueous formation of cyanohydrins was integrated with a subsequent organic phase protection step in a single flow process utilising a membrane-based phase separation module. The wider applicability of our setup was demonstrated with the synthesis of nine protected cyanohydrin derivatives, all obtained in good yields and high to excellent enantioselectivity.
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ISSN:1477-0520
1477-0539
DOI:10.1039/c4ob02128b