… analoguesElectronic supplementary information (ESI) available: spectral data for 5, crystal data for (±)-21 (CCDC 165269), HPLC for (+)-and (−)-21. See http://www. …

…, T Karoli, DR March, MR Nairn, PJ O'Hanlon…

Index: Banwell; Crasto; Easton; Karoli; March; Nairn; O'Hanlon; Oldham; Willis; Yue Chemical Communications, 2001 , # 21 p. 2210 - 2211

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Citation Number: 11

Abstract

The ketone (±)-5, which embodies the bicyclic core associated with the title tRNA synthetase inhibitors 1 and 2, has been prepared via a three-component coupling reaction involving 2- (hydroxymethyl) cyclopent-2-enone (15), methylamine (6) and propiolamide (10); straightforward elaboration of the readily derived acetates (−)-21 and (+)-21 has provided the biologically active analogues 23 and 24, respectively, of the title compounds.