| Abstract: | The Pd‐catalysed enantioselective allylic alkylation of a 1,3‐diphenylallyl substrate using a bulky phosphinooxazoline auxiliary leads to a relatively small enantiomeric excess of 66%. The ca 30% loss, relative to related P,N‐auxiliaries, is rationalized by (a) the presence of additional isomers, (b) a dynamic equilibrium between two of these as shown by exchange spectroscopy and (c) the identification of one exchanging diastereomer in which there is almost no difference between the two terminal allyl 13C chemical shifts, i.e. these P‐ and N‐donors reveal an almost identical trans influence. Copyright © 2002 John Wiley & Sons, Ltd. |
