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New methods for the synthesis of naphthyl amines; application to the synthesis of dihydrosanguinarine, sanguinarine, oxysanguinarine and (±)-maclekarpines B and C.

Abstract:
A new method for preparing naphthyl amines from 1,5 unsaturated dicarbonyl precursors is described; the utility of this new method was proven in the syntheses of several natural products, all containing the benzo[c]phenanthridine core and enabled by a radical promoted cyclisation of the naphthyl amine products formed in the key cyclisation.
Publication status:
Published

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Publisher copy:
10.1039/c4cc05209a

Authors


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Institution:
University of Oxford
Department:
Oxford, MPLS, Chemistry, Organic Chemistry
Role:
Author
Publisher:
Royal Society of Chemistry
Journal:
Chemical communications (Cambridge, England)
Volume:
50
Issue:
77
Pages:
11314-11316
Publication date:
2014-10-05
DOI:
EISSN:
1364-548X
ISSN:
1359-7345
URN:
uuid:fc91201c-7f0d-4be4-9415-3317d5ba5715
Source identifiers:
480081
Local pid:
pubs:480081
Language:
English

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