A refined synthesis of enantiomerically pure 2-aminocyclobutanecarboxylic acids.

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 Acids

journal_title

Amino acids

authors

Declerck V,Aitken DJ

doi

10.1007/s00726-011-0918-y

subject

Has Abstract

pub_date

2011-08-01 00:00:00

pages

587-95

issue

3

eissn

0939-4451

issn

1438-2199

journal_volume

41

pub_type

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