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Chiron approach to formal synthesis of both antipodes of cis 3-hydroxypipecolic acid |
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| Authors: | Subhash P. Chavan Lalit B. Khairnar Prakash N. ChavanNilesh B. Dumare Dinesh B. KalbhorRajesh G. Gonnade |
| Affiliation: | Division of Organic Chemistry, CSIR-NCL (National Chemical Laboratory), Pune 411008, India |
| Abstract: | The efficient and practical formal syntheses of both enantiomers of cis 3-hydroxypipecolic acid were accomplished from cis aziridine-2-carboxylate as the common synthetic precursor. The key steps involved are stereo and regioselective aziridine ring opening, reductive cyclization and selective N-debenzylation over O-debenzylation reactions. |
| Keywords: | Piperidine alkaloids 3-Hydroxypipecolic acid Aziridine-2-carboxylate Aziridine ring opening Selective debenzylation |
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