About: Stereoselective synthesis of trans-dihydronarciclasine derivatives containing a 1,4-benzodioxane moiety

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About: Stereoselective synthesis of trans-dihydronarciclasine derivatives containing a 1,4-benzodioxane moiety Goto Sponge NotDistinct Permalink

An Entity of Type : schema:ScholarlyArticle, within Data Space : wasabi.inria.fr associated with source document(s)

Attributes	Values
type	Academic Article research paper schema:ScholarlyArticle
isDefinedBy	Covid-on-the-Web dataset
title	Stereoselective synthesis of trans-dihydronarciclasine derivatives containing a 1,4-benzodioxane moiety
Creator	Andrá, • Balá, • Bor Varró, Gá Das, Ká Grü, Alajos Istvá, • Lá, • Nyi, Pográ Us, Heged}
source	Medline; PMC
abstract	ABSTRACT: Some new trans-dihydronarciclasine derivatives containing a 1,4-benzodioxane moiety were stereoselectively synthesised using our feasible and efficient method developed recently. These new phenanthridone alkaloid analogues were obtained in both racemic and optically active forms. High enantioselectivities (up to 99% ee) were achieved by applying (8S,9S)-9-amino(9-deoxy)epiquinine as an organocatalyst. Due to a side reaction, various methoxyphenanthridine regioisomers were also prepared which afforded further synthetic trans-dihydronarciclasine analogues modified in the ring A of the phenanthridone scaffold. GRAPHICAL ABSTRACT: [Image: see text] ELECTRONIC SUPPLEMENTARY MATERIAL: The online version of this article (10.1007/s00706-018-2287-7) contains supplementary material, which is available to authorized users.
has issue date	2018-10-26(xsd:dateTime)
bibo:doi	10.1007/s00706-018-2287-7
bibo:pmid	32214482
has license	no-cc
sha1sum (hex)	c54f00f84ef98245150b3f327fd1b083a5390007
schema:url	https://doi.org/10.1007/s00706-018-2287-7
resource representing a document's title	Stereoselective synthesis of trans-dihydronarciclasine derivatives containing a 1,4-benzodioxane moiety
has PubMed Central identifier	PMC7087796
has PubMed identifier	32214482
schema:publication	Monatsh Chem
resource representing a document's body	covid:c54f00f84ef98245150b3f327fd1b083a5390007#body_text
is schema:about of	named entity 'Some' named entity 'enantioselectivities' named entity 'moiety' named entity 'STEREOSELECTIVE SYNTHESIS' named entity 'ACTIVE' named entity 'ORGANOCATALYST' named entity 'USING' named entity 'DEOXY' named entity 'OUR' named entity 'MODIFIED' named entity 'APPLYING' named entity 'HIGH' named entity 'DIHYDRONARCICLASINE' named entity 'FEASIBLE' named entity 'TRANS' named entity 'MOIETY' named entity 'RACEMIC' named entity 'REACTION' named entity 'MOIETY' named entity 'RECENTLY' named entity 'DIHYDRONARCICLASINE' named entity 'PHENANTHRIDONE' named entity 'SYNTHETIC' named entity 'THESE' named entity 'ALKALOID' named entity 'METHOD' named entity 'SCAFFOLD' named entity 'FORMS' named entity 'PREPARED' named entity 'VARIOUS' named entity '2C4' named entity 'OBTAINED' named entity 'EFFICIENT' named entity 'DUE TO' named entity 'CONTAINING' named entity 'NEW' named entity '2C4' named entity 'CONTAINING' named entity 'RING' named entity 'TRANS' named entity 'modified' named entity 'High' named entity 'ring' named entity 'developed' named entity 'analogues' named entity 'trans' named entity 'moiety' named entity 'moiety' named entity 'chlorotrimethylsilane' named entity 'methyl ester' named entity 'ASTM' named entity 'optically active' named entity 'functional group' named entity 'THF' named entity 'racemic' named entity 'RNA viruses' named entity '0.49' named entity 'FT-IR' named entity 'Hymenocallis caribaea' named entity 'lycorine' named entity 'column chromatography' named entity 'phenanthridine' named entity 'Zephyranthes candida' named entity 'Merck' named entity 'hexane' named entity 'SARS coronavirus' named entity 'narciclasine' named entity 'hydroxy group' named entity 'acetonitrile' named entity 'oxalic acid' named entity 'racemic' named entity 'ethyl acetate' named entity 'Pd/C'

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