Synthesis of the First Axially Dissymmetric, Cα, α??Disubstituted Glycine Containing a Crown Ether Receptor, and the Conformational Preferences of a Model Peptide

…, C Peggion, F Formaggio, C Toniolo

Index: Mazaleyrat, Jean-Paul; Goubard, Yolaine; Azzini, Maria-Vittoria; Wakselman, Michel; Peggion, Cristina; Formaggio, Fernando; Toniolo, Claudio European Journal of Organic Chemistry, 2002 , # 7 p. 1232 - 1247

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Citation Number: 6

Abstract

Abstract Racemic and enantiomerically enriched N α-protected methyl 6-amino-1, 11-(20- crown-6)-6, 7-dihydro-5H-dibenzo [a, c] cycloheptene-6-carboxylates (Boc-[20-C-6]-Bip- OMe)(RS)-Ia,(R)-Ia and (S)-Ia have been synthesized by phase-transfer dialkylation of the 4- chlorobenzylidene derivative of glycine tert-butyl ester, with both racemic and resolved (both enantiomers) 2, 2′-bis (bromomethyl)-6, 6′-dimethoxy-1, 1′-biphenyl being used as ...