A Short Synthesis of (±)??Muscone

V Rautenstrauch, RL Snowden…

Index: Rautenstrauch, Valentin; Snowden, Roger L.; Linder, Simon M. Helvetica Chimica Acta, 1990 , vol. 73, # 4 p. 896 - 901

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Citation Number: 10

Abstract

Abstract (±)-Muscone ((±)-1) has been synthesised in three steps from 2-(2′-methylprop- 2′-enyl) cyclododecan-1-one (2). The synthesis involves two key transformations: a Lewis- acid-mediated intramolecular ene reaction (2 [RIGHTWARDS ARROW] 3) and the β- cleavage of the bicyclic potassium alkoxide 3a′ to the macrocyclic enone (Z)-11.