A Short and Efficient Enantiomeric Synthesis of Antitumor Fused Tetrahydrofurans
7 páginas, 3 figuras, 1 tabla, 4 esquemas.
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Format: | artículo biblioteca |
Language: | English |
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Wiley-Blackwell
2006-04
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Subjects: | Antitumor agents, Cyclic ethers, Asymmetric synthesis, Structure–activity relationships, |
Online Access: | http://hdl.handle.net/10261/38424 http://dx.doi.org/10.13039/501100006280 http://dx.doi.org/10.13039/501100000780 |
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dig-ipna-es-10261-384242019-09-24T13:20:18Z A Short and Efficient Enantiomeric Synthesis of Antitumor Fused Tetrahydrofurans Pinacho Crisóstomo, Fernando R. Padrón, José M. Martín, Tomás Villar, Jesús Martín, Víctor S. Ministerio de Ciencia y Tecnología (España) Gobierno de Canarias Instituto Canario de Investigación del Cáncer Caja Canarias European Commission Antitumor agents Cyclic ethers Asymmetric synthesis Structure–activity relationships 7 páginas, 3 figuras, 1 tabla, 4 esquemas. short and efficient enantiomeric synthesis of fused tetrahydrofuran derivatives is reported. The methodology is based on a regio- and stereoselective double exo-cyclization of enantiomeric bis-epoxy-diols. The six stereocenters of the bis-epoxy diols were introduced by the application of Katsuki–Sharpless asymmetric epoxidation and Sharpless asymmetric dihydroxylation reactions. In vitro cytotoxicities on HL60 human promyelocytic leukemia cells were determined for the bicyclic products. Active products showed exceptionally steep dose–response curves and DNA laddering. This research was supported by the Ministerio de Ciencia y Tecnología of Spain (PPQ2002-04361-C04-02) and the Canary Islands Government. J.M.P. is a recipient of a postdoctoral fellowship from the ICIC. F.R.P.C. thanks CajaCanarias for a FPI fellowship. T.M. thanks the Spanish MCYT-FSE for a Ramón y Cajal contract. Peer reviewed 2011-08-05T10:07:18Z 2011-08-05T10:07:18Z 2006-04 artículo http://purl.org/coar/resource_type/c_6501 European Journal of Organic Chemistry 8: 1910-1916 (2006) 1434-193X http://hdl.handle.net/10261/38424 10.1002/ejoc.200500842 http://dx.doi.org/10.13039/501100006280 http://dx.doi.org/10.13039/501100000780 en http://dx.doi.org/10.1002/ejoc.200500842 none Wiley-Blackwell |
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Antitumor agents Cyclic ethers Asymmetric synthesis Structure–activity relationships Antitumor agents Cyclic ethers Asymmetric synthesis Structure–activity relationships |
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Antitumor agents Cyclic ethers Asymmetric synthesis Structure–activity relationships Antitumor agents Cyclic ethers Asymmetric synthesis Structure–activity relationships Pinacho Crisóstomo, Fernando R. Padrón, José M. Martín, Tomás Villar, Jesús Martín, Víctor S. A Short and Efficient Enantiomeric Synthesis of Antitumor Fused Tetrahydrofurans |
description |
7 páginas, 3 figuras, 1 tabla, 4 esquemas. |
author2 |
Ministerio de Ciencia y Tecnología (España) |
author_facet |
Ministerio de Ciencia y Tecnología (España) Pinacho Crisóstomo, Fernando R. Padrón, José M. Martín, Tomás Villar, Jesús Martín, Víctor S. |
format |
artículo |
topic_facet |
Antitumor agents Cyclic ethers Asymmetric synthesis Structure–activity relationships |
author |
Pinacho Crisóstomo, Fernando R. Padrón, José M. Martín, Tomás Villar, Jesús Martín, Víctor S. |
author_sort |
Pinacho Crisóstomo, Fernando R. |
title |
A Short and Efficient Enantiomeric Synthesis of Antitumor Fused Tetrahydrofurans |
title_short |
A Short and Efficient Enantiomeric Synthesis of Antitumor Fused Tetrahydrofurans |
title_full |
A Short and Efficient Enantiomeric Synthesis of Antitumor Fused Tetrahydrofurans |
title_fullStr |
A Short and Efficient Enantiomeric Synthesis of Antitumor Fused Tetrahydrofurans |
title_full_unstemmed |
A Short and Efficient Enantiomeric Synthesis of Antitumor Fused Tetrahydrofurans |
title_sort |
short and efficient enantiomeric synthesis of antitumor fused tetrahydrofurans |
publisher |
Wiley-Blackwell |
publishDate |
2006-04 |
url |
http://hdl.handle.net/10261/38424 http://dx.doi.org/10.13039/501100006280 http://dx.doi.org/10.13039/501100000780 |
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