A new approach to the synthesis of polycyclic structures

Tetrahedron Letters

Volumn 45, Issue 31, 2004, Pages 6017-6020

  Briggs, Michael E ^a   El Qacemi, Myriem ^a   Kalaï, Chakib ^a   Zard, Samir Z ^a  

^a LABORATOIRE DE SYNTHÈSE ORGANIQUE   (France)

Author keywords

Radical cascades; Robinson annelation; Xanthate addition

Indexed keywords

POLYCYCLIC HYDROCARBON; TRICYCLIC AROMATIC COMPOUND;

ADDITION REACTION; ARTICLE; CHEMICAL REACTION; CYCLIZATION; REACTION ANALYSIS; RING CLOSING METATHESIS; SYNTHESIS;

EID: 3142661111     PISSN: 00404039     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.tetlet.2004.06.035     Document Type: Article

References (14)

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14. Typical experimental procedures: Lauroyl peroxide (DLP; 36 mg, 5 mol %) was added to a refluxing degassed solution of diene 4 (0.35 g, 1.82 mmol) and xanthate 9a (1.79 g, 10.1 mmol, 5.5 equiv) in 1, 2-dichloroethane (19 mL). Additional DLP (22 mg, 3 mol %) was added every 2 h to the refluxing solution until no starting material was observed by TLC. After cooling to rt, the solvent was removed in vacuo to give a crude oil, which was purified using column chromatography (diethyl ether-petroleum ether 1:9-2:8) to afford the bicycle 10a (0.49 g, 73%) as a colourless oil.