Organocatalytic Reduction of Carbon−Carbon Double Bonds in Racemization-Sensitive Compounds

N-ethyl riboflavin efficiently catalyzes the hydrazine mediated reduction of carbon−carbon double bonds. This strategy allows chemo-selective reductions in complex molecules that are prone to racemization, olefin isomerization, or hydrogenolysis in transition metal-catalyzed hydrogenations. The high...

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Bibliographic Details
Published in:ACS catalysis 2011-04, Vol.1 (4), p.309-315
Main Authors: Teichert, Johannes F., den Hartog, Tim, Hanstein, Miriam, Smit, Christian, ter Horst, Bjorn, Hernandez-Olmos, Victor, Feringa, Ben L., Minnaard, Adriaan J.
Format: Article
Language:English
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Summary:N-ethyl riboflavin efficiently catalyzes the hydrazine mediated reduction of carbon−carbon double bonds. This strategy allows chemo-selective reductions in complex molecules that are prone to racemization, olefin isomerization, or hydrogenolysis in transition metal-catalyzed hydrogenations. The high functional group tolerance of this methodology is demonstrated as well.
ISSN:2155-5435
2155-5435
DOI:10.1021/cs100121m