Effective monoallylation of anilines catalyzed by supported KF

V. PACE, F. MARTINEZ, M. FERNANDEZ, J.V. SINISTERRA, A.R. ALCANTARA

Abstract
A mild and straightforward monoallylation procedure for different anilines is described using the efficient, inexpensive, noncorrosive, and environmentally friendly reagent KF-Celite. By using only a 1/1.2 stoichiometric ratio of electrophilic reagent to aniline, in very short reaction times, the monoallylated products are obtained in high isolated yields via this procedure, which works very effectively regardless of the electronic nature of the substituent on the ring, although electron withdrawing groups make the reactions go even faster.

http://dx.doi.org/10.1021/ol070890o

Chemoenzymatic Dynamic Kinetic Resolution of Sterically Hindered Allylic Alcohols under Mild Conditions: A Synthetic Route to Enantiomerically Enriche

K. BOGAR, PILAR HOYOS VIDAL, ANDRÉS R. ALCÁNTARA LEÓN, JAN-E. BÄCKVALL

Abstract
Dynamic kinetic resolution (DKR) of a series of sterically hindered allylic alcohols has been conducted with Candida antarctica lipase B (CALB) and ruthenium catalyst 1. The optically pure allylic acetates obtained were subjected to oxidative cleavage to give the corresponding acylated acyloins in high yields without loss of chiral information.

http://pubs.acs.org/doi/abs/10.1021/ol071395v