4.7 Article

Chemoenzymatic one-pot synthesis in an aqueous medium: combination of metal-catalysed allylic alcohol isomerisation-asymmetric bioamination

Journal

CHEMICAL COMMUNICATIONS
Volume 51, Issue 54, Pages 10937-10940

Publisher

ROYAL SOC CHEMISTRY
DOI: 10.1039/c5cc03298a

Keywords

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Funding

  1. MINECO of Spain [CTQ2010-14796/BQU, CTQ2013-40591-P]
  2. Gobierno del Principado de Asturias [GRUPIN14-006]
  3. COST action [SIPs-CM1302]
  4. MINECO
  5. European Social Fund

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The ruthenium-catalysed isomerisation of allylic alcohols was coupled, for the first time, with asymmetric bioamination in a one-pot process in an aqueous medium. In the cases involving prochiral ketones, the omega-TA exhibited excellent enantioselectivity, identical to that observed in the single step. As a result, amines were obtained from allylic alcohols with high overall yields and excellent enantiomeric excesses.

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