Ronald H. Szumigala, Ekama Onofiok, S. Karady
Jun 20, 2005
Citations
0
Influential Citations
11
Citations
Journal
Tetrahedron Letters
Abstract
Abstract A synthesis of methyl (2 S )-2-amino-4-oxo-2,4-diphenylbutanoate has been achieved via a novel one-pot non-transition metal mediated deprotection of the N -allyloxycarbonyl amine using iodine in wet acetonitrile. The applicability of this transformation has been demonstrated by deprotecting a variety of N -allyloxycarbonyl amines, α-aminomethyl esters and simple N -allyloxycarbonyl alkyl amines. Deprotection occurs in high yield (82–93%) without erosion of the optical purity of the chiral substrates.