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

Sang Hyeup Lee, Juhan Bok, Xin Qi, Sook Kyung Kim, Yoon Sik Lee, Juyoung Yoon

Research output: Contribution to journalArticlepeer-review

12 Scopus citations

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.

Original languageEnglish
Pages (from-to)7309-7312
Number of pages4
JournalTetrahedron Letters
Volume48
Issue number41
DOIs
StatePublished - 8 Oct 2007

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