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Asymmetric Synthesis of Both the Enantiomers of trans -3-Hydroxypipecolic Acid †

✍ Scribed by Kumar, Pradeep; Bodas, Mandar S.


Book ID
126985211
Publisher
American Chemical Society
Year
2005
Tongue
English
Weight
101 KB
Volume
70
Category
Article
ISSN
0022-3263

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Asymmetric total synthesis of (2S,3S)-3-
✍ Subhash P. Chavan; Nilesh B. Dumare; Kishor R. Harale; Uttam R. Kalkote 📂 Article 📅 2011 🏛 Elsevier Science 🌐 French ⚖ 313 KB

A synthetic route to (2S,3S)-3-hydroxypipecolic acid was achieved from readily available nonchiral pool starting material cis-2-butene-1,4-diol and involved Claisen orthoester rearrangement, Sharpless asymmetric dihydroxylation and intramolecular lactamisation of azido lactone as the key steps.