Towards a total synthesis of ulapualide A. Concise synthetic routes to the tris-oxazole ring system and tris-oxazole macrolide core in ulapualides, kabiramides, …

SK Chattopadhyay, J Kempson, A McNeil…

Index: Chattopadhyay, Shital K.; Kempson, James; McNeil, Alan; Pattenden, Gerald; Reader, Michael; Rippon, David E.; Waite, David Journal of the Chemical Society, Perkin Transactions 1, 2000 , # 15 p. 2415 - 2428

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Citation Number: 42

Abstract

Preliminary details of the aforementioned synthesis of the tris-oxazole unit 26 in the ulapualides were described in 1990. 9 Other approaches to the same unit have been described more recently, which highlight the scope for the Hantzsch oxazole synthesis 19 and for [3 + 2] cycloaddition reactions of acyl carbenes to nitriles 20 in the elaboration of oxazoles. Like our own approach however, these alternative methods are used in a linear, step-wise fashion. A more ...