A model for the nonenzymatic BCD cyclization of squalene

Angewandte Chemie - International Edition

Volumn 39, Issue 16, 2000, Pages 2861-2863

  Zhou, Sheng Ze ^a   Sey, Mario ^a   De Clercq, Pierre J ^a   Milanesio, Marco ^b,c   Viterbo, Davide ^b,c  

^a GHENT UNIVERSITY   (Belgium)

^b UNIVERSITY OF EASTERN PIEDMONT   (Italy)

^c UNIVERSITY OF TURIN   (Italy)

Author keywords

Carbocations; Cyclizations; Isomerases; Squalene; Terpenoids

Indexed keywords

ACID; ISOMERASE; SQUALENE; TERPENOID;

ARTICLE; CATALYST; CHEMICAL BOND; CHEMICAL STRUCTURE; CYCLIZATION; HYDROGENATION; HYDROPHOBICITY; PROTON NUCLEAR MAGNETIC RESONANCE; REACTION ANALYSIS; STEREOCHEMISTRY; X RAY DIFFRACTION;

EID: 0034683033     PISSN: 14337851     EISSN: None     Source Type: Journal    
DOI: 10.1002/1521-3773(20000818)39:16<2861::AID-ANIE2861>3.0.CO;2-W     Document Type: Article

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18. The numbering used is consistent with the usual steroid numbering.
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20. 1 more steric energy in the five-membered (Markovnikov) than in the six-membered (anti-Markovnikov) C-ring (see supplementary material to ref. [11]).
21. Relevant procedures and spectroscopic data are given as Supporting Information.
22. Cristallographic data (excluding structure factors) for the structures reported in this paper have been deposited with the Cambridge Crystallographic Data Centre as supplementary publication no. CCDC-140162 (9c) and -140169 (12a). Copies of the data can be obtained free of charge on application to CCDC, 12 Union Road. Cambridge CB21EZ, UK (fax: (+ 44) 1223-336-033; e-mail: deposit@ ccdc.cam.ac.uk).
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