A novel biomimetic synthesis of (S)-(-)-zearalenone: Via macrocyclization and transannular aromatization

Tetrahedron

Volumn 66, Issue 33, 2010, Pages 6331-6334

  Miyatake Ondozabal, Hideki ^a   Barrett, Anthony G M ^a  

^a IMPERIAL COLLEGE LONDON   (United Kingdom)

Author keywords

Biomimetic synthesis; Intramolecular ketene trapping; Resorcylic acid lactones; Retro Diels Alder; Transannular aromatization

Indexed keywords

1 (1H BENZO[D][1,2,3]TRIAZOL 1 YL) 2 (2 ETHENYL 1,3 DIOXOLAN 2 YL) ETHANONE; 2,2 DIMETHYL 6 [2 OXO 3 (2 ETHENYL 1,3 DIOXOLAN 2 YL)PROPYL] 4H 1,3 DIOXIN 4 ONE; 6 [3 [2 [5 [2 (4 HYDROXYPENTYL) 1,3 DIOXOLAN 2 YL]PENT 1 ENYL] 1,3 DIOXOLAN 2 YL] 2 OXOPROPYL] 2,2 DIMETHYL 4H 1,3 DIOXIN 4 ONE; AIGIALOMYCIN D; ALCOHOL; ALKENE DERIVATIVE; DIKETONE; ETHYL 2 (2 ETHENYL 1,3 DIOXOLAN 2 YL)ACETATE; ETHYL 2 [(BICYCLO[2.2.1]HEPT 5 EN 2 YL) 1,3 DIOXOLAN 2 YL]ACETATE; ETHYL 3 (BICYCLO[2.2.1]HEPT 5 EN 2 YL) 3 OXOPROPANOATE; KETENE DERIVATIVE; LACTONE DERIVATIVE; MACROCYCLIC COMPOUND; NATURAL PRODUCT; UNCLASSIFIED DRUG; ZEARALENONE;

AROMATIZATION; ARTICLE; BIOMIMETICS; CHEMICAL MODIFICATION; DIELS ALDER REACTION; DRUG STRUCTURE; DRUG SYNTHESIS; FRAGMENTATION REACTION; HEATING; HYDROLYSIS; MACROCYCLIZATION; MOLECULAR INTERACTION; PRIORITY JOURNAL; RING CLOSING METATHESIS; SYNTHESIS;

ALNUS;

EID: 77955661127     PISSN: 00404020     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.tet.2010.05.084     Document Type: Article

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