[reaction: see text] In situ generated allylindium reagents from the reaction of 1 equiv of indium with 1.5 equiv of allyl halides could be effective cross-coupling partners in palladium-catalyzed cross-coupling reactions to aryl halides. The best results were obtained with 2% Pd(2)dba(3)CHCl(3) and 16% Ph(3)P in the presence of 3 equiv of LiCl in DMF at 100 degrees C.

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SummaryThe natural amidinomycin ((W, 35)-14) and its three stereoisomers are synthesized from homochual3-oxocyclopentanecarboxytic acids (la) by asymmetric methods, which are based on an asymmetric reductive amination to produce methyl cis-N-( 1 -phenylethyl)-3-aminocyclopentanecarboxylates (3b) via optically active me thy1 N-( l-phenylethyl)-3-iminocyclopmtane-carboxylates (2b) for the cis-isomers of 14. Optically pure trum-3-aminocyclopentane-carboxylic acids (4a) are obtained from the homochiral keto acids la via asymmetric reductive amination of 3-hydroxyiminocyclopentanecarboxytic acids (Sa) and lead to the tmns-isomers of 14.