Ring-opening of oxazolines derived from l-serine: a short and efficient stereoselective synthesis of all four diastereomers of 3-mercaptoaspartic acid derivatives

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Title
Ring-opening of oxazolines derived from l-serine: a short and efficient stereoselective synthesis of all four diastereomers of 3-mercaptoaspartic acid derivatives
Author(s)
Sang-Hyeup Lee; Ju Han Bok; X Qi; S K Kim; Y S Lee; J Yoon
Bibliographic Citation
Tetrahedron Letters, vol. 48, no. 41, pp. 7309-7312
Publication Year
2007
Abstract
Facile methods are described for accessing four diastereomerically pure 3-mercaptoaspartic acid derivative from l-aspartic acid. In our synthesis, ring-opening reactions of oxazoline-4,5-dicarboxylate with thiolacetic acid as well as the stereochemical interconversion of both α- and β-configuration via oxazoline chemistry were utilized as key steps.
ISSN
0040-4039
Publisher
Elsevier
DOI
http://dx.doi.org/10.1016/j.tetlet.2007.08.041
Type
Article
Appears in Collections:
1. Journal Articles > Journal Articles
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