Petasis reaction
From Wikipedia, the free encyclopedia
The Petasis reaction is the chemical reaction of an amine, aldehyde, and vinyl- or aryl-boronic acid to form substituted amines.[1][2][3]
The Petasis reaction can be viewed as a boronic acid equivalent of the Mannich reaction, and is often used as an alternative to the reductive amination reaction.
[edit] Applications
In one application the Petasis reaction is used for quick access to a multifunctional scaffold for divergent synthesis.[4][5]
[edit] References
- ^ Petasis, N. A.; Akritopoulou, I. Tetrahedron Lett. 1993, 34, 583–586.
- ^ Petasis, N. A.; Zavialov, I. A. J. Am. Chem. Soc. 1997, 119, 445–446. (doi:10.1021/ja963178n)
- ^ Petasis, N. A.; Zavialov, I. A. J. Am. Chem. Soc. 1998, 120, 11798-11799. (doi:10.1021/ja981075u)
- ^ Naoya Kumagai, Giovanni Muncipinto, Stuart L. Schreiber Angewandte Chemie International Edition 2006, 45,3635 - 3638 Abstract
- ^ The reactants are the lactol derived from L-phenyl-lactic acid and acetone, l-phenylalanine methyl ester and a boronic acid. The reaction takes place in ethanol at room temperature with diastereomeric excess 99%.
