290310-96-2Relevant articles and documents
Nucleo-δ-peptides Derived from Conformationally Constrained Nucleo-δ-amino Acids: Preparation of Monomers
Karig, Gunter,Fuchs, Andreas,Buesing, Arne,Brandstetter, Tilmann,Scherer, Stefan,Rats, Jan W.,Eschenmoser, Albert,Quinkert, Gerhard
, p. 1049 - 1078 (2007/10/03)
Cyclic nucleo-δ-amino-acids that constitute monomers of a conformationally constrained nucleo-δ-peptide base-pairing system have been prepared. Their synthesis starts with an enantioselectively analyzed chirogenic Diels-Alder reaction, proceeds via a regioselective ε-iodolactamisation process, and ends with a regio- as well as stereoselective introduction of nucleobases through SN2-type opening of a transiently formed N-acylaziridine ring. Extensive use of X-ray crystal-structure analysis has been made to support structure assignments.