About a practical synthesis of ambrox® from sclareol: a new preparation of a ketone key intermediate and a close look at its Baeyer–Villiger oxidation

J Moulines, JP Bats, AM Lamidey…

Index: Moulines, Jean; Bats, Jean-Paul; Lamidey, Anne-Marie; Da Silva, Nicole Helvetica Chimica Acta, 2004 , vol. 87, # 10 p. 2695 - 2705

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Citation Number: 16

Abstract

Abstract The latest route to Ambrox®(1) starting from sclareol (2) proceeds through an oxy ketone 4 (Scheme 1). A new practical synthesis of the key intermediate 4 is described; it is equivalent to a partial oxidative degradation of sclareol (2) with peracetic and periodic acids (Scheme 2). The final product of the Baeyer [BOND] Villiger oxidation of the oxy ketone 4 with commercial peracetic acid is decisively dependent on the reaction conditions ...