Hyrtiosanes from Labdanes: (-)-Hyrtiosal from Sclareol

Pilar  Basabe; Alberto  Diego; David  Díez; Isidro S.  Marcos; Faustino  Mollinedo; Julio G.  Urones

doi:10.1055/s-2002-33332

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Synthesis 2002(11): 1523-1529
DOI: 10.1055/s-2002-33332

PAPER

Hyrtiosanes from Labdanes: (-)-Hyrtiosal from Sclareol

Pilar Basabe*^a, Alberto Diego^a, David Díez^a, Isidro S. Marcos^a, Faustino Mollinedo^b, Julio G. Urones^a
^a Departimento de Química Orgánica, Universidad de Salamanca, Plaza de los Caídos 1-5, 37008 Salamanca, Spain
Fax: +34(923)294574; e-Mail: pbb@usal.es;
^b Centro de Investigación del Cáncer, CSIC-Universidad de Salamanca, Campus Miguel de Unamuno, 37007 Salamanca, Spain

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Publication History

Received 18 December 2001
Publication Date:
23 August 2002 (online)

Abstract
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Abstract

(-)-Hyrtiosal and its C-16 epimer have been prepared from sclareol in moderate yield. The absolute configuration of natural product (-)-hyrtiosal has being determined.

Key words

terpenoids - labdanes - hyrtiosal - sclareol - natural products - coupling - antitumor agents

References

1 Iguchi K. Shimada Y. Yamada Y. J. Org. Chem. 1992, 57: 522

Google Scholar
2 Basabe P. Diego A. Diez Martin D. Marcos IS. Urones JG. Synlett 2000, 1807

Article in Thieme Connect Google Scholar
3 Urones JG. Marcos IS. Basabe P. Gómez A. Estrella A. Lithgow AM. Nat. Prod. Lett. 1994, 5: 217

Google Scholar
4 Jean T. Heissler D. Synlett 1995, 607

Article in Thieme Connect Google Scholar
5 Ratcliffe R. Rodehost R. J. Org. Chem. 1970, 35: 4000

Crossref Google Scholar
6 Griffith WP. Ley SV. Withcombe GP. White AD. J. Chem. Soc., Chem. Commun. 1987, 1625

Crossref Google Scholar
8 Paquette LA. Bulman-Page PC. Pansegrau PD. Wiedeman PE. J. Org. Chem. 1988, 53: 1450

Google Scholar
9a Bernardi R. Ghiringhelli D. J. Org. Chem. 1987, 52: 5021

Google Scholar
9b Lipshutz BH. Moretti R. Crow R. Tetrahedron Lett. 1989, 30: 15

Google Scholar
10 Stork G. Zhao K. Tetrahedron Lett. 1989, 30: 287

Crossref Google Scholar

7

Crystallographic data (excluding structure factors) for the structures in this paper have been deposited with the Cambridge Crystallographic Data Centre as supplementary publication no. CCDC 145607. Copies of the data can be obtained, free of charge, on application to CCDC, 12 Union Road, Cambridge CB2 1EZ, UK; fax: +44(0)1223336033; e-mail: deposit@ccdc.cam.ac.uk.