Synthesis of s-indacene derivatives by Robinson-type cyclopentene annulation

Synlett

Volumn , Issue 4, 2006, Pages 624-626

  Christoffers, Jens ^a,b   Zhang, Yawei ^a   Frey, Wolfgang ^b   Fischer, Peter ^b  

^a UNIVERSITY OF OLDENBURG   (Germany)

^b UNIVERSITY OF STUTTGART   (Germany)

Author keywords

Aldol reaction; Annulation; Conjugate addition; Cyclopentene; Hydrogenation; Indacene

Indexed keywords

CARBOXYLIC ACID DERIVATIVE; KETONE DERIVATIVE; S INDACENE; UNCLASSIFIED DRUG;

ARTICLE; DEBENZYLATION; DECARBOXYLATION; DIASTEREOISOMER; HYDROGENATION; ROBINSON ANNULATION; SYNTHESIS;

EID: 33645004625     PISSN: 09365214     EISSN: None     Source Type: Journal    
DOI: 10.1055/s-2006-932469     Document Type: Article

References (26)

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18. 8 (368.38): C, 58.69; H, 6.57. Found: C, 58.47; H, 6.61.
19. Christoffers, J.; Schuster, K. Chirality 2003, 15, 777.
20. 6 (332.35): C, 65.05; H, 6.07. Found: C, 64.65; H, 6.14.
21. CCDC-290724 contains the supplementary crystallographic data for this paper. These data can be obtained free of charge at www.ccdc.cam.uk/conts/ retrieving.html [or from the Cambridge Crystallographic Data Center, 12 Union Road, Cambridge CB2 1EZ, UK; fax: +44 (1223)336033; email: deposit@ccdc.cam.ac. uk].
22. 6 (336.38): C, 64.27; H, 7.19. Found: C, 64.41; H, 7.56.
23. 3 groups, and a boat or tub conformation of the central six-membered ring, dihedral angles of ca. 90° between 1-H and both C-3 and C-3a, and of ca. 30° between 1-H and C-8 can be read off a molecular model.
24. 4 (218.30): 218.1307; found: 218.1306.
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26. 4 (302.37): C, 71.50; H, 7.33. Found: C, 71.17; H, 7.48.