A New Approach for the Synthesis of the Cyclohexene Core of Anthracyclines and Milbemycins

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Autor principal: Joaquín Tamariz
Formato: Artículo científico
Lenguaje:en
Publicado: Sociedad Química de México 2000
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author Joaquín Tamariz
author_facet Joaquín Tamariz
contents A New Approach for the Synthesis of the Cyclohexene Core of Anthracyclines and Milbemycins Joaquín Tamariz Raúl Aguilar Alicia Reyes Arturo Orduña Gerardo Zepeda Roderick W. Bates Multidisciplinaria (Ciencias Naturales y Exactas) Diels Alder milbemycins anthracyclines cyclohexene core A new synthesis of the cyclohexene core of the anthracyclinesand milbemycins antibiotics is described, using 3-p-nitrobenzoyloxy-3-buten-2-one (9a) as an efficient dienophile in Diels-Alderreactions with substituted dienes. Allylic functionalization andepimerization of the cycloadducts led, in moderate overall yields, tothe corresponding related cyclohexene A-rings of aclacinomycin, a–and b-rhodomycins, and the cyclohexene moiety of milbemycins b1and E. 2000 artículo científico 1870-249X https://www.redalyc.org/articulo.oa?id=47544205 en http://www.redalyc.org/revista.oa?id=475 Journal of the Mexican Chemical Society application/pdf Sociedad Química de México Journal of the Mexican Chemical Society (México) Num.2 Vol.44
format Artículo científico
id redalyc_47544205
institution Redalyc
language en
publishDate 2000
publisher Sociedad Química de México
spellingShingle A New Approach for the Synthesis of the Cyclohexene Core of Anthracyclines and Milbemycins
Joaquín Tamariz
Multidisciplinaria (Ciencias Naturales y Exactas)
Diels
Alder
milbemycins
anthracyclines
cyclohexene core
A New Approach for the Synthesis of the Cyclohexene Core of Anthracyclines and Milbemycins Joaquín Tamariz Raúl Aguilar Alicia Reyes Arturo Orduña Gerardo Zepeda Roderick W. Bates Multidisciplinaria (Ciencias Naturales y Exactas) Diels Alder milbemycins anthracyclines cyclohexene core A new synthesis of the cyclohexene core of the anthracyclinesand milbemycins antibiotics is described, using 3-p-nitrobenzoyloxy-3-buten-2-one (9a) as an efficient dienophile in Diels-Alderreactions with substituted dienes. Allylic functionalization andepimerization of the cycloadducts led, in moderate overall yields, tothe corresponding related cyclohexene A-rings of aclacinomycin, a–and b-rhodomycins, and the cyclohexene moiety of milbemycins b1and E. 2000 artículo científico 1870-249X https://www.redalyc.org/articulo.oa?id=47544205 en http://www.redalyc.org/revista.oa?id=475 Journal of the Mexican Chemical Society application/pdf Sociedad Química de México Journal of the Mexican Chemical Society (México) Num.2 Vol.44
title A New Approach for the Synthesis of the Cyclohexene Core of Anthracyclines and Milbemycins
topic Multidisciplinaria (Ciencias Naturales y Exactas)
Diels
Alder
milbemycins
anthracyclines
cyclohexene core
url https://www.redalyc.org/articulo.oa?id=47544205