ORGANOMETALLIC-TYPE REACTIONS IN AQUEOUS-MEDIA MEDIATED BY INDIUM - ALLYLATION OF ACYLOYL-IMIDAZOLES AND PYRAZOLES - REGIOSELECTIVE SYNTHESIS OF BETA-GAMMA-UNSATURATED KETONES
Vj. Bryan et Th. Chan, ORGANOMETALLIC-TYPE REACTIONS IN AQUEOUS-MEDIA MEDIATED BY INDIUM - ALLYLATION OF ACYLOYL-IMIDAZOLES AND PYRAZOLES - REGIOSELECTIVE SYNTHESIS OF BETA-GAMMA-UNSATURATED KETONES, Tetrahedron letters, 38(37), 1997, pp. 6493-6496
Indium mediated coupling of allylic bromide with acyloyl-imidazoles or
pyrazoles in aqueous media gives the corresponding tertiary alcohols
or ketones in good yield. The reaction provides a facile regioselectiv
e synthesis of beta,gamma-unsaturated ketones and its usefulness is de
monstrated by the synthesis of the monoterpene artemesia ketone. (C) 1
997 Elsevier Science Ltd.