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Total synthesis of the indole alkaloids henrycinol A and B

Prasad, Kavirayani R and Nidhiry, John Eugene and Sridharan, Makuteswaran (2014) Total synthesis of the indole alkaloids henrycinol A and B. In: TETRAHEDRON, 70 (31). pp. 4611-4616.

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Official URL: http://dx.doi.org/10.1016/j.tet.2014.05.028


The total synthesis of new indole alkaloids henrycinol A and B were accomplished starting from L-tryptophan methyl ester. The key step is a stereochemically flexible Pictet-Spengler reaction governed by the presence or absence of an N-allyl group in the tryptophan precursor. The natural products henrycinol A and B were synthesized in good overall yield in eight and nine steps, respectively. (C) 2014 Elsevier Ltd. All rights reserved.

Item Type: Journal Article
Publication: TETRAHEDRON
Additional Information: Copyright for this article belongs to the PERGAMON-ELSEVIER SCIENCE LTD, THE BOULEVARD, LANGFORD LANE, KIDLINGTON, OXFORD OX5 1GB, ENGLAND
Keywords: Indole alkaloids; Henrycinols A and B; Pictet-Spengler reaction; N-Allyl-tryptophan methyl ester
Department/Centre: Division of Chemical Sciences > Organic Chemistry
Date Deposited: 11 Aug 2014 04:31
Last Modified: 11 Aug 2014 04:31
URI: http://eprints.iisc.ac.in/id/eprint/49528

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