Diastereoselective synthesis of glutamate-appended oxolane rings: Synthesis of (S)-(+)-lycoperdic acid

Journal of Organic Chemistry

Volumn 72, Issue 24, 2007, Pages 9240-9247

  Cohen, Jamie L ^a   Chamberlin, A Richard ^a  

^a UNIVERSITY OF CALIFORNIA   (United States)

Author keywords

[No Author keywords available]

Indexed keywords

DIASTEREOSELECTIVE SYNTHESIS; OXOLANE RINGS; PYROGLUTAMATE SCAFFOLDS;

DERIVATIVES; HALOGENATION; STEREOSELECTIVITY; SYNTHESIS (CHEMICAL);

ORGANIC ACIDS;

BROMIDE; DYSIHERBAINE; GAMMA LACTONE DERIVATIVE; GLUTAMIC ACID; LYCOPERDIC ACID; NATURAL PRODUCT; NEODYSIHERBAINE; PYROGLUTAMIC ACID; SPIRONOLACTONE; TETRAHYDROFURAN; UNCLASSIFIED DRUG;

ANNULATION REACTION; ARTICLE; BROMINATION; DRUG STRUCTURE; DRUG SYNTHESIS; HALOGENATION; NUCLEAR OVERHAUSER EFFECT; PROTON NUCLEAR MAGNETIC RESONANCE; REACTION ANALYSIS; STEREOCHEMISTRY;

BIOLOGICAL PRODUCTS; GLUTAMATES; HALOGENATION; LACTONES; MAGNETIC RESONANCE SPECTROSCOPY; MODELS, CHEMICAL; PYRROLIDONECARBOXYLIC ACID; STEREOISOMERISM; TEMPERATURE;

EID: 36649021321     PISSN: 00223263     EISSN: None     Source Type: Journal    
DOI: 10.1021/jo7017137     Document Type: Article

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64. Crystallographic data (excluding structure factors) for structure 3 in this article have been deposited with the Cambridge Crystallographic Data Centre as supplementary publication number CCDC 299403 and are presented in the Supporting Information.
65. The experimental procedure is provided in the Supporting Information.