Abstract:
:The synthesis of enantiomerically pure 2-aminocyclobutanecarboxylic acids has been refined to improve both the efficiency and the simplicity. These improvements provide a shorter and easier access to the racemic cis-cyclobutane β-amino acid core. Derivatization of this material with a chiral non-racemic oxazolidin-2-one allows easy diastereoisomeric separation and presents the advantage of allowing the non-destructive cleavage of the chiral auxiliary either by hydrolysis or by ammonolysis, thus providing an efficacious access to N-protected derivatives of all four stereoisomers of Boc-2-aminocyclobutanecarboxylic acid.
journal_name
Amino Acidsjournal_title
Amino acidsauthors
Declerck V,Aitken DJdoi
10.1007/s00726-011-0918-ysubject
Has Abstractpub_date
2011-08-01 00:00:00pages
587-95issue
3eissn
0939-4451issn
1438-2199journal_volume
41pub_type
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