From N-nitroacetylproline to leucylproline

SG Manjunatha, S Rajappa

Index: Manjunatha, Sulur G.; Rajappa, Srinivasachari Journal of the Chemical Society, Chemical Communications, 1991 , # 6 p. 372 - 373

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Abstract

We previously reported1 a simple and mild synthesis of nitroacetamides, including N-nitroacetyl-L-proline esters. We also indicated that these could serve as useful precursors for modified peptides. We now report the Pdo-catalysed allylation of such a substrate, leading to moderate diastereoselectivity. We have also established the absolute configuration of the two diastereoisomers thus obtained. In the process, we have demonstrated for the first ...