Novel route to chaetomellic acid A and analogues: Serendipitous discovery of a more competent FTase inhibitor

…, F Felluga, G Fiscaletti, F Ghelfi, MC Menziani…

文献索引：Bellesia, Franco; Choi, Seoung-Ryoung; Felluga, Fulvia; Fiscaletti, Giuliano; Ghelfi, Franco; Menziani, Maria Cristina; Parsons, Andrew F.; Poulter, C. Dale; Roncaglia, Fabrizio; Sabbatini, Massimo; Spinelli, Domenico Bioorganic and Medicinal Chemistry, 2013 , vol. 21, # 1 p. 348 - 358

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被引用次数: 6

摘要

A new practical route to chaetomellic acid A (ACA), based on the copper catalysed radical cyclization (RC) of (Z)-3-(2, 2-dichloropropanoyl)-2-pentadecylidene-1, 3-thiazinane, is described. Remarkably, the process entailed:(i) a one-pot preparation of the intermediate N- α-perchloroacyl-2-(Z)-alkyliden-1, 3-thiazinanes starting from N-(3-hydroxypropyl) palmitamide,(ii) a two step smooth transformation of the RC products into ACA and (iii) ...