Lewis acid catalysed rearrangements of unsaturated bicyclic [2.2.n] endoperoxides in the presence of vinyl silanes; access to novel Fenozan BO-7 analogues

Tetrahedron Letters

Volumn 46, Issue 17, 2005, Pages 3029-3032

  O'Neill, Paul M ^a   Rawe, Sarah L ^a   Storr, Richard C ^a   Ward, Stephen A ^b   Posner, Gary H ^c  

^a UNIVERSITY OF LIVERPOOL   (United Kingdom)

^b LIVERPOOL SCHOOL OF TROPICAL MEDICINE   (United Kingdom)

^c JOHNS HOPKINS UNIVERSITY   (United States)

Author keywords

Antimalarial; Artemisinin; Endoperoxide

Indexed keywords

1,2,4 TRIOXANE DERIVATIVE; ANTIMALARIAL AGENT; ARTEMISIN; CHLOROQUINE; ENDOPEROXIDE; FENOZAN BO 7; LEWIS ACID; SILANE DERIVATIVE; TIN DERIVATIVE; UNCLASSIFIED DRUG;

ANTIMALARIAL ACTIVITY; ARTICLE; CATALYSIS; CHEMICAL MODIFICATION; CHEMICAL REACTION KINETICS; CIS ISOMER; CONTROLLED STUDY; DIASTEREOISOMER; DRUG SYNTHESIS; NONHUMAN; PHASE TRANSITION; REACTION ANALYSIS; STEREOCHEMISTRY;

EID: 15944384634     PISSN: 00404039     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.tetlet.2005.03.022     Document Type: Article

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10. -1. Reflections collected = 12,793, independent reflections = 5092 [R(int) = 0.0339]. Final R indices [I > 2σ(I)]R1 = 0.0388, wR2 = 0.1070R; indices (all data) R1 = 0.0460, wR2 = 0.1108. Additional crystallographic data (excluding structure factors) for the structure 12 have been deposited with the Cambridge Crystallographic Data Centre (CCDC) as supplementary publication number CCDC 256341. Copies of the data can be obtained, free of charge, on application to CCDC, 12 Union Road, Cambridge CB2 1EZ, UK (fax: +44 1223 336033 or e-mail: deposit@ccdc.cam.ca.uk)
11. 2Si 364.18585. Found: 364.18632
12. C.W. Jefford, A. Jaber, and J. Boukouvalas Chem. Commun. 1989 1916 1919