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Enantioselective synthesis of ethyl 6-substituted-2,3,3a,4,5,6-hexahydro-1H-indolo[3,2,1-de][1,5]naphthyridine-2-carboxylates from tryptophan
Journal article   Peer reviewed

Enantioselective synthesis of ethyl 6-substituted-2,3,3a,4,5,6-hexahydro-1H-indolo[3,2,1-de][1,5]naphthyridine-2-carboxylates from tryptophan

Alan R. Katritzky, Guofang Qiu, Baozhen Yang and Peter J. Steel
Tetrahedron, Vol.55(11), pp.3489-3494
12/03/1999
DOI: https://doi.org/10.1016/S0040-4020(98)01157-0

Abstract

Optically pure ethyl 6-substituted-2,3,3a,4,5,6-hexahydro-1H-indolo[3,2,1-de][1,5]naphthyridine-2-carboxylates (6–9) have been prepared from ethyl 6-benzotriazolyl-2,3,3a,4,5,6-hexahydro-1H-indolo[3,2,1-de][1,5]naphthyridine-2-carboxylate (5), itself obtained from the reaction of the ethyl ester of L-tryptophan with benzotriazole and 2,5-dimethoxytetrahydrofuran. [Display omitted]

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