An enantioselective approach to cytotoxic norcalamenenes via electron-transfer-driven benzylic umpolung of an arene tricarbonyl chromium complex

Synthesis

Volumn , Issue 12, 2003, Pages 1851-1855

  Schmalz, Hans Günther ^a   Kiehl, Oliver ^a   Korell, Ursula ^a   Lex, Johann ^a  

^a UNIVERSITY OF COLOGNE   (Germany)

Author keywords

Arene complexes; Asymmetric synthesis; Chromium; Electron transfer; Natural products

Indexed keywords

CHARGE TRANSFER; COMPLEXATION; NAPHTHALENE; SYNTHESIS (CHEMICAL);

ENANTIOSELECTIVITY;

STEREOCHEMISTRY;

1 ISOPROPENYL 6 METHOXY 7 METHYL 1,2,3,4 TETRAHYDRONAPHTHALENE; 7 NOR 2 METHOXYCALAMENENE; CARBONYL DERIVATIVE; CHROMIUM DERIVATIVE; CYTOTOXIC AGENT; NATURAL PRODUCT; UNCLASSIFIED DRUG;

ARTICLE; CHEMICAL REACTION; CHIRALITY; DRUG STRUCTURE; DRUG SYNTHESIS; ELECTRON TRANSPORT; STEREOCHEMISTRY; STRUCTURE ANALYSIS;

EID: 0141854100     PISSN: 00397881     EISSN: None     Source Type: Journal    
DOI: 10.1055/s-2003-41030     Document Type: Article

References (36)

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35. For previous syntheses of calamenenes using arene chromium chemistry, see: (a) Schmalz, H.-G.; Arnold, M.; Hollander, J.; Bats, J. W. Angew. Chem., Int. Ed. Engl. 1994, 33, 109. (b) Schmalz, H.-G.; Hollander, J.; Arnold, M.; Dürner, G. Tetrahedron Lett. 1993, 34, 6259. (c) Uemura, M. In Advances in Metal-Organic Chemistry, Vol. 2; Liebeskind, L. S., Ed.; JAI Press: London, 1991, 195-245.
36. For previous syntheses of calamenenes using arene chromium chemistry, see: (a) Schmalz, H.-G.; Arnold, M.; Hollander, J.; Bats, J. W. Angew. Chem., Int. Ed. Engl. 1994, 33, 109. (b) Schmalz, H.-G.; Hollander, J.; Arnold, M.; Dürner, G. Tetrahedron Lett. 1993, 34, 6259. (c) Uemura, M. In Advances in Metal-Organic Chemistry, Vol. 2; Liebeskind, L. S., Ed.; JAI Press: London, 1991, 195-245.