Dong JJ1, Harvey EC, Fañanás-Mastral M, Browne WR, Feringa BL.
J Am Chem Soc. 2014 Dec 10;136(49):17302-7. doi: 10.1021/ja510163w. Epub 2014 Dec 1.A general method for the preparation of N-protected β-amino aldehydes from allylic amines or linear allylic alcohols is described. Here the Pd(II)-catalyzed oxidation of N-protected allylic amines with benzoquinone is achieved in tBuOH under ambient conditions with excellent selectivity toward the anti-Markovnikov aldehyde products and full retention of configuration at the allylic carbon. The method shows a wide substrate scope and is tolerant of a range of protecting groups. Read More