TRANSITION-METAL MEDIATED ASYMMETRIC-SYNTHESIS .15. DIRECTING GROUP COMPETITION IN ORGANOIRON INTERMEDIATES IN THE SYNTHESIS OF (+ -)-O-METHYLJOUBERTIAMINE/

Directing groups work first in concert and then in competition to cont rol the introduction of aryl and 2-dimethylaminoethyl groups by a sequ ence of two nucleophile additions to cationic tricarbonyl(eta5-cyclohe xadienyl)iron(1+) intermediates in a synthesis of O-methyljoubertiamin e that employs an iterative approach. This synthesis provides an examp le of the successful use of directing group competition to effect the reversal of undesired directing effects in target oriented application s of electrophilic pi-complexes.