Convergent Strategy Towards the Synthesis of Restricted Analogues of Peloruside A

…, C Gaulon??Nourry, G Dujardin, S Collet…

Index: Zimmermann, Nicolas; Pinard, Pierre; Carboni, Bertrand; Gosselin, Pascal; Gaulon-Nourry, Catherine; Dujardin, Gilles; Collet, Sylvain; Lebreton, Jacques; Mathe-Allainmat, Monique European Journal of Organic Chemistry, 2013 , # 12 p. 2303 - 2315

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Citation Number: 3

Abstract

Abstract A rapid convergent strategy to access unsaturated analogues of peloruside A has been demonstrated. This is depicted as an original C11–C12 aldol connection between a C12–C20 ketone fragment and a C2–C11 pyran fragment bearing an aldehyde function, with high yield and a good level of diastereoselectivity. The desired unsaturated macrocycle was obtained by a late-stage ring closing metathesis reaction.