Chemical transformation of abietic acid to new chiral derivatives

Chemical transformations of the C-ring abietic acid (1a) for the preparation of some new chiral synthons are described. From the intermediate keto-aldehyde 9, readily available from 1b through the ozonide 2, the new tetracyclic diterpene 4 was synthesized. Additionally, from 13 and 17, previously prepared from 2, the bicyclic compounds 14, 15 and 16 and the derivatives containing the abeo-abietane[6,6,5] framework 19 and 20 were also synthesized.

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Main Authors: Santos,Catarina dos, Zukerman-Schpector,Julio, Imamura,Paulo M.
Format: Digital revista
Language:English
Published: Sociedade Brasileira de Química 2003
Online Access:http://old.scielo.br/scielo.php?script=sci_arttext&pid=S0103-50532003000600017
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spelling oai:scielo:S0103-505320030006000172004-02-11Chemical transformation of abietic acid to new chiral derivativesSantos,Catarina dosZukerman-Schpector,JulioImamura,Paulo M. abietic acid ozonization chiral synthon abeo-abietane derivatives Chemical transformations of the C-ring abietic acid (1a) for the preparation of some new chiral synthons are described. From the intermediate keto-aldehyde 9, readily available from 1b through the ozonide 2, the new tetracyclic diterpene 4 was synthesized. Additionally, from 13 and 17, previously prepared from 2, the bicyclic compounds 14, 15 and 16 and the derivatives containing the abeo-abietane[6,6,5] framework 19 and 20 were also synthesized.info:eu-repo/semantics/openAccessSociedade Brasileira de QuímicaJournal of the Brazilian Chemical Society v.14 n.6 20032003-12-01info:eu-repo/semantics/articletext/htmlhttp://old.scielo.br/scielo.php?script=sci_arttext&pid=S0103-50532003000600017en10.1590/S0103-50532003000600017
institution SCIELO
collection OJS
country Brasil
countrycode BR
component Revista
access En linea
databasecode rev-scielo-br
tag revista
region America del Sur
libraryname SciELO
language English
format Digital
author Santos,Catarina dos
Zukerman-Schpector,Julio
Imamura,Paulo M.
spellingShingle Santos,Catarina dos
Zukerman-Schpector,Julio
Imamura,Paulo M.
Chemical transformation of abietic acid to new chiral derivatives
author_facet Santos,Catarina dos
Zukerman-Schpector,Julio
Imamura,Paulo M.
author_sort Santos,Catarina dos
title Chemical transformation of abietic acid to new chiral derivatives
title_short Chemical transformation of abietic acid to new chiral derivatives
title_full Chemical transformation of abietic acid to new chiral derivatives
title_fullStr Chemical transformation of abietic acid to new chiral derivatives
title_full_unstemmed Chemical transformation of abietic acid to new chiral derivatives
title_sort chemical transformation of abietic acid to new chiral derivatives
description Chemical transformations of the C-ring abietic acid (1a) for the preparation of some new chiral synthons are described. From the intermediate keto-aldehyde 9, readily available from 1b through the ozonide 2, the new tetracyclic diterpene 4 was synthesized. Additionally, from 13 and 17, previously prepared from 2, the bicyclic compounds 14, 15 and 16 and the derivatives containing the abeo-abietane[6,6,5] framework 19 and 20 were also synthesized.
publisher Sociedade Brasileira de Química
publishDate 2003
url http://old.scielo.br/scielo.php?script=sci_arttext&pid=S0103-50532003000600017
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AT zukermanschpectorjulio chemicaltransformationofabieticacidtonewchiralderivatives
AT imamurapaulom chemicaltransformationofabieticacidtonewchiralderivatives
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