Syntheses of heliannuols G and H; structure revision of the natural products

Tetrahedron Letters

Volumn 47, Issue 41, 2006, Pages 7353-7356

  Morimoto, Sachie ^a   Shindo, Mitsuru ^b   Yoshida, Masahiro ^a   Shishido, Kozo ^a  

^a UNIVERSITY OF TOKUSHIMA   (Japan)

^b KYUSHU UNIVERSITY   (Japan)

Author keywords

Cross metathesis; Dihydrobenzofuran; Heliannuol; Palladium mediated cyclization; Sesquiterpene

Indexed keywords

DIHYDROBENZOFURAN DERIVATIVE; HELIANNUOL G; HELIANNUOL H; NATURAL PRODUCT; PALLADIUM; SESQUITERPENE DERIVATIVE; UNCLASSIFIED DRUG;

ARTICLE; CHEMICAL STRUCTURE; CYCLIZATION; DIASTEREOISOMER; ENANTIOMER; ENANTIOSELECTIVITY; HIGH PERFORMANCE LIQUID CHROMATOGRAPHY; PREDICTION; PROTON NUCLEAR MAGNETIC RESONANCE; RACEMIZATION; REACTION ANALYSIS; STRUCTURE ANALYSIS; SYNTHESIS;

EID: 33748322027     PISSN: 00404039     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.tetlet.2006.08.014     Document Type: Article

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14. Conditions of HPLC separation: Column, Mightysil Si 60 250-20 (5 μm); eluent, hexane/AcOEt = 7/3; flow rate 10 ml/min; detect, UV detection 254 nm; retention time for 3a = 38.8 min, for 3b = 35.6 min.
15. 1 cannot be explained at this stage.
16. Crystallographic data (excluding structure factors) for the structures in this paper have been deposited with the Cambridge Crystallographic Data Centre as supplementary publication numbers CCDC 613441. Copies of the data can be obtained, free of charge, on application to CCDC, 12 Union Road, Cambridge CB2 1EZ, UK [fax: +44(0) 1223 336033 or e-mail: deposit@ccdc.cam.ac.uk].