01284nas a2200157   4500008004100000022001400041245018200055210006900237260010600306300001200412490000700424520052400431100002500955700002200980856012401002       2015                        eng d  a0957-416600aFirst enantioselective synthesis of (2S,3S)-3-hydroxy-L-arginine via proline catalyzed alpha-aminooxylation of aldehyde and Pd-catalyzed ether-directed aza-Claisen rearrangement0 aFirst enantioselective synthesis of 2S3S3hydroxyLarginine via pr  aTHE BOULEVARD, LANGFORD LANE, KIDLINGTON, OXFORD OX5 1GB, ENGLANDbPERGAMON-ELSEVIER SCIENCE LTDcMAY  a548-5520 v263 a<p>A concise enantioselective synthesis of (2S,3S)-3-hydroxy-L-arginine with an overall yield of 10.9% and 98% ee, starting from commercially available 1,4-butanediol in ten linear steps has been achieved. The key chiral inducing steps are D-proline catalyzed sequential alpha-aminooxylation/Horner-Wadsworth-Emmons olefination of an aldehyde and the subsequent diastereoselective MOM-ether-directed Pd-catalyzed aza-Claisen rearrangement of allylic trichloroacetimidate. (C) 2015 Elsevier Ltd. All rights reserved.</p>1 aAhuja, Brij, Bhushan1 aSudalai, Arumugam  uhttps://library.ncl.res.in/content/first-enantioselective-synthesis-2s3s-3-hydroxy-l-arginine-proline-catalyzed-alpha-0