Tetrahedron letters

Acylation of lycoctonine: semi-synthesis of inuline, delsemine analogues and methyllycaconitine

…, DJ Hardick, T Lewis, MG Rowan, S Wonnacott…

Index: Blagbrough, Ian S.; Coates, Philippa A.; Hardick, David J.; Lewis, Terence; Rowan, Michael G.; Wonnacott, Susan; Potter, Barry V. L. Tetrahedron Letters, 1994 , vol. 35, # 46 p. 8705 - 8708

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Citation Number: 39

Abstract

Abstract Lycoctonine has been acylated to afford sequentially inuline, delsemine analogues and methyllycaconitine using isatoic anhydride followed by S-(−)-methylsuccinic anhydride. This protocol is a rapid, facile method for the regiospecific introduction of the anthranilate ester moiety found in potent nicotinic acetylcholine receptor antagonists.