Indium-Mediated Domino Allylation-Lactonisation Approach: Diastereoselective Synthesis of beta-Carboline C-3 Tethered alpha-Methylene gamma-Butyrolactones

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A facile and convenient tandem approach has been devised towards the diastereoselective synthesis of beta-carboline C-3 tethered alpha-methylene gamma-butyrolactones via indium-promoted Barbier Type allylation reaction followed by in situ intramolecu-lar lactonisation protocol. Interestingly, no additive was required for this transformation and the products were obtained with syn stereochemistry.
Publisher
WILEY-V C H VERLAG GMBH
Issue Date
2018-05
Language
English
Article Type
Article
Keywords

BAYLIS-HILLMAN REACTION; VITRO ANTIMALARIAL ACTIVITY; CORAL SINULARIA-SCABRA; BARBIER-TYPE REACTION; FACILE SYNTHESIS; CATALYZED CYCLOISOMERIZATION; BIOLOGICAL EVALUATION; ASSISTED SYNTHESIS; MOLECULAR HYBRIDS; NATURAL-PRODUCTS

Citation

CHEMISTRYSELECT, v.3, no.17, pp.4859 - 4864

ISSN
2365-6549
DOI
10.1002/slct.201800006
URI
http://hdl.handle.net/10203/242338
Appears in Collection
RIMS Journal Papers
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