Aldehyde-Selective Wacker-Type Oxidation of Unbiased Alkenes Enabled by a 
Nitrite Co-Catalyst

Wickens, Zachary K.; Morandi, Bill; Grubbs, Robert H.

doi:10.1002/anie.201306756

Item

ITEM ACTIONSEXPORT

Add to Basket

Local TagsRelease HistoryDetailsSummary

Released

Journal Article

Aldehyde-Selective Wacker-Type Oxidation of Unbiased Alkenes Enabled by a Nitrite Co-Catalyst

MPS-Authors

/persons/resource/persons145542

Morandi, Bill
Division of Chemistry and Chemical Engineering, California Institute of Technology, Pasadena, CA 91125 (USA);
Research Group Morandi, Max-Planck-Institut für Kohlenforschung, Max Planck Society;

External Resource

No external resources are shared

Fulltext (restricted access)

There are currently no full texts shared for your IP range.

Fulltext (public)

There are no public fulltexts stored in PuRe

Supplementary Material (public)

There is no public supplementary material available

Citation

Wickens, Z. K., Morandi, B., & Grubbs, R. H. (2013). Aldehyde-Selective Wacker-Type Oxidation of Unbiased Alkenes Enabled by a Nitrite Co-Catalyst. Angewandte Chemie International Edition, 52(43), 11257-11260. doi:10.1002/anie.201306756.

Cite as: https://hdl.handle.net/11858/00-001M-0000-0025-BA8F-E

Abstract

Breaking the rules: Reversal of the high Markovnikov selectivity of Wacker-type oxidations was accomplished using a nitrite co-catalyst. Unbiased aliphatic alkenes can be oxidized with high yield and aldehyde selectivity, and several functional groups are tolerated. ¹⁸O-labeling experiments indicate that the aldehydic O atom is derived from the nitrite