Total synthesis of (-)-praziquantel: an anthelmintic drug

…, QF Zhang, YB Tan, L Wang

Index: Ma, Chen; Zhang, Qian-Feng; Tan, Ye-Bang; Wang, Long Journal of Chemical Research, 2004 , # 3 p. 186 - 187

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Citation Number: 14

Abstract

The N-acetalphthalimide 3 was obtained by treatment of phthalimide and bromoacetal in the presence of KOH as base and toluene as solvent at 80 C. Reaction of 2 with 3 in the presence of BF3-OEt2 resulted in the desired ring-closed product 4 in high yield and good diastereoselectivity based on a chiral auxiliary mediated Pictet-Spengler reaction.6 Removal of the chiral auxiliary proceeded without racemization upon treatment with HCl in ethanol at 0 C. The ...