Journal
TETRAHEDRON-ASYMMETRY
Volume 17, Issue 17, Pages 2479-2486Publisher
PERGAMON-ELSEVIER SCIENCE LTD
DOI: 10.1016/j.tetasy.2006.07.035
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An efficient diastereo selective synthesis of cis- and trans-5-hydroxy-(2S)-N-benzyloxycarbonyl pipecolic acids, starting from trans-4-hydrOXY-L-proline is described. The key synthetic strategies involve the regioisomeric ring expansion of keto ester 8 and diastereoselective reduction of ketone 11 in high selectivity and yield. (c) 2006 Elsevier Ltd. All rights reserved.
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