The Journal of Organic Chemistry

Synthesis of (-)-monoterpenylmagnolol and magnolol

MR Agharahimi, NA LeBel

Index: Agharahimi, Mohamad R.; LeBel, Norman A. Journal of Organic Chemistry, 1995 , vol. 60, # 6 p. 1856 - 1863

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Citation Number: 51

Abstract

(-)-Monoterpenylmagnolol (3) was synthesized in eight steps from (+)-3, 9-dibromocamphor (4) and the bis (methoxymethy1) ether (22) of 3-(4-hydroxyphenyl)-l-propanol. Fragmentation of an endo-3-aryl-9-bromocamphor (27) provided the correct absolute stereochemistry. In this total synthesis, dissolving metal conditions were developed to reduce enol phosphate and isopropenyl functions without concomitant reduction of an ...