Highly regioselective electrophilic substitution of indoles with N-acetylated α,β-dehydroalanine methyl ester, promoted by different transition metal salts was achieved. The orthogonal regioselectivity provides an efficient protocol toward highly functionalized 3-indolyl-α-amino acids. The mechanism of the reactions was explored by NMR studies.
Switchable reactivity of acylated alpha, beta-dehydroamino ester in the Friedel-Crafts alkylation of indoles by changing the Lewis acid.
BALSAMINI, CESARINO;BARTOCCINI, FRANCESCA;LUCARINI, SIMONE;PIERSANTI, GIOVANNI
2008
Abstract
Highly regioselective electrophilic substitution of indoles with N-acetylated α,β-dehydroalanine methyl ester, promoted by different transition metal salts was achieved. The orthogonal regioselectivity provides an efficient protocol toward highly functionalized 3-indolyl-α-amino acids. The mechanism of the reactions was explored by NMR studies.File in questo prodotto:
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