A unifying stereochemical analysis for the formation of halogenated C 15-acetogenin medium-ring ethers from laurencia species via intramolecular bromonium ion assisted epoxide ring-opening and experimental corroboration with a model epoxide

Journal of Organic Chemistry

Volumn 77, Issue 21, 2012, Pages 9574-9584

  Bonney, Karl J ^a   Braddock, D Christopher ^a  

^a IMPERIAL COLLEGE LONDON   (United Kingdom)

Author keywords

[No Author keywords available]

Indexed keywords

ABSOLUTE CONFIGURATION; EPOXIDE RING-OPENING REACTION; MEDIUM-RING ETHER; NATURAL PRODUCTS; RING OPENING; STEREOCHEMICAL ANALYSIS;

ETHERS; HALOGENATION;

ORGANIC COMPOUNDS;

ACETOGENIN; BROMONIUM ION; EPOXIDE; ETHER; HALOGEN; ION; UNCLASSIFIED DRUG;

ARTICLE; CARBON NUCLEAR MAGNETIC RESONANCE; CYCLIZATION; FEASIBILITY STUDY; HALOGENATION; LAURENCIA; NONHUMAN; PROTON NUCLEAR MAGNETIC RESONANCE; RING OPENING; STEREOCHEMISTRY;

ACETOGENINS; BIOLOGICAL PRODUCTS; EPOXY COMPOUNDS; ETHERS; HALOGENATION; HALOGENS; IONS; LAURENCIA; MAGNETIC RESONANCE SPECTROSCOPY; MOLECULAR STRUCTURE; STEREOISOMERISM;

EID: 84868350378     PISSN: 00223263     EISSN: 15206904     Source Type: Journal    
DOI: 10.1021/jo301580c     Document Type: Article

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