The Journal of organic chemistry

Synthesis of lamellarin U and lamellarin G trimethyl ether by alkylation of a deprotonated α-aminonitrile

JC Liermann, T Opatz

Index: Liermann, Johannes C.; Opatz, Till Journal of Organic Chemistry, 2008 , vol. 73, # 12 p. 4526 - 4531

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Citation Number: 45

Abstract

1, 2, 3, 4-Tetrahydroisoquinoline-1-carbonitriles can serve as starting materials for the one- pot synthesis of 5, 6-dihydropyrrolo [2, 1 a] isoquinolines and 1-benzyl-3, 4- dihydroisoquinolines. The latter compounds were transformed to lamellarin G trimethyl ether and lamellarin U in short reaction sequences. This method allows the introduction of acid- sensitive protecting groups for the phenolic hydroxy functions which would be cleaved ...