Synlett

Catalytic Enantioselective Synthesis of the Phosphodiesterase Type IV Inhibitor (R)-(-)-Rolipram via Intramolecular CH Insertion Process

…, O Mita, H Watanabe, S Kitagaki, S Hashimoto

Index: Anada, Masahiro; Mita, Orie; Watanabe, Hiroko; Kitagaki, Shinji; Hashimoto, Shunichi Synlett, 1999 , # 11 p. 1775 - 1777

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Citation Number: 17

Abstract

Abstract: A new route to the phosphodiesterase type IV inhibitor (R)-(-)-rolipram (1) has been developed, wherein the key step relies on enantioselective intramolecular CH insertion of N- alkyl-N-4-nitrophenyl-a-methoxycarbonyl-a-diazoacetamide 7 catalyzed by chiral dirhodium (II) complex. The dirhodium (II) carboxylate, Rh2 (S-BPTTL) 4, incorporating N-benzene- fused-phthaloyl-(S)-tert-leucinate as a bridging ligand has proven to be the catalyst of ...

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