Stereocontrolled synthesis of five diastereomers of trimethyl 3-aminocyclopentane-1,2,4-tricarboxylates

TitleStereocontrolled synthesis of five diastereomers of trimethyl 3-aminocyclopentane-1,2,4-tricarboxylates
Publication TypeJournal Article
Year of Publication2013
AuthorsF., M, Mándity, IM, R., S, F., F
JournalTetrahedron Letters
Volume54
Pagination3769–3772
ISSN0040-4039
Abstract

The sterically controlled oxidative cleavage of N-protected diexo- and diendo-substituted norbornene β-amino acids/esters resulted in four trimethyl 3-aminocyclopentane-1,2,4-carboxylate diastereomers. The sodium methoxide mediated isomerization of the four diastereomers in all cases yielded the thermodynamically most stable all-trans stereoisomer as a single product. © 2013 Elsevier Ltd. All rights reserved.