First total synthesis of (+)-Neplanocin B

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(+)-Neplanocin B ((+)-5), the unnatural isomer of a minor component of the neplanocin family of antibiotics was enantioselectively synthesized starting from D-ribono-1,4-lactone. This synthetic strategy employed (+)-9-[(1R, 2R, 5S)-5-Benzyloxy-3-(benzyloxy)methyl-2-hydroxycyclopent-3-en-1-yl] -6-chl...

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Autores principales: Comin, M.J., Pellegrinet, S.C., Rodriguez, J.B.
Formato: Artículo publishedVersion
Lenguaje:Inglés
Publicado: 2005
Materias:
6-oxabicyclo[3.1.0]hexane
Ampullariella regularis
Carbocyclic nucleosides
Conformationally locked nucleosides
Neplanocin B
Acceso en línea:http://hdl.handle.net/20.500.12110/paper_14246376_v2005_n12_p205_Comin
Aporte de:
Biblioteca Digital - Facultad de Ciencias Exactas y Naturales (UBA) de Universidad de Buenos Aires
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spelling paperaa:paper_14246376_v2005_n12_p205_Comin2023-06-12T16:50:10Z First total synthesis of (+)-Neplanocin B Arkivoc 2005;2005(12):205-213 Comin, M.J. Pellegrinet, S.C. Rodriguez, J.B. 6-oxabicyclo[3.1.0]hexane Ampullariella regularis Carbocyclic nucleosides Conformationally locked nucleosides Neplanocin B (+)-Neplanocin B ((+)-5), the unnatural isomer of a minor component of the neplanocin family of antibiotics was enantioselectively synthesized starting from D-ribono-1,4-lactone. This synthetic strategy employed (+)-9-[(1R, 2R, 5S)-5-Benzyloxy-3-(benzyloxy)methyl-2-hydroxycyclopent-3-en-1-yl] -6-chloropurine (compound 7) as an advanced synthetic intermediate. ©ARKAT. Fil:Comin, M.J. Universidad de Buenos Aires. Facultad de Ciencias Exactas y Naturales; Argentina. Fil:Rodriguez, J.B. Universidad de Buenos Aires. Facultad de Ciencias Exactas y Naturales; Argentina. 2005 info:eu-repo/semantics/article info:ar-repo/semantics/artículo info:eu-repo/semantics/publishedVersion application/pdf eng info:eu-repo/semantics/openAccess http://creativecommons.org/licenses/by/2.5/ar http://hdl.handle.net/20.500.12110/paper_14246376_v2005_n12_p205_Comin
institution Universidad de Buenos Aires
institution_str I-28
repository_str R-134
collection Biblioteca Digital - Facultad de Ciencias Exactas y Naturales (UBA)
language Inglés
orig_language_str_mv eng
topic 6-oxabicyclo[3.1.0]hexane
Ampullariella regularis
Carbocyclic nucleosides
Conformationally locked nucleosides
Neplanocin B
spellingShingle 6-oxabicyclo[3.1.0]hexane
Ampullariella regularis
Carbocyclic nucleosides
Conformationally locked nucleosides
Neplanocin B
Comin, M.J.
Pellegrinet, S.C.
Rodriguez, J.B.
First total synthesis of (+)-Neplanocin B
topic_facet 6-oxabicyclo[3.1.0]hexane
Ampullariella regularis
Carbocyclic nucleosides
Conformationally locked nucleosides
Neplanocin B
description (+)-Neplanocin B ((+)-5), the unnatural isomer of a minor component of the neplanocin family of antibiotics was enantioselectively synthesized starting from D-ribono-1,4-lactone. This synthetic strategy employed (+)-9-[(1R, 2R, 5S)-5-Benzyloxy-3-(benzyloxy)methyl-2-hydroxycyclopent-3-en-1-yl] -6-chloropurine (compound 7) as an advanced synthetic intermediate. ©ARKAT.
format Artículo
Artículo
publishedVersion
author Comin, M.J.
Pellegrinet, S.C.
Rodriguez, J.B.
author_facet Comin, M.J.
Pellegrinet, S.C.
Rodriguez, J.B.
author_sort Comin, M.J.
title First total synthesis of (+)-Neplanocin B
title_short First total synthesis of (+)-Neplanocin B
title_full First total synthesis of (+)-Neplanocin B
title_fullStr First total synthesis of (+)-Neplanocin B
title_full_unstemmed First total synthesis of (+)-Neplanocin B
title_sort first total synthesis of (+)-neplanocin b
publishDate 2005
url http://hdl.handle.net/20.500.12110/paper_14246376_v2005_n12_p205_Comin
work_keys_str_mv AT cominmj firsttotalsynthesisofneplanocinb
AT pellegrinetsc firsttotalsynthesisofneplanocinb
AT rodriguezjb firsttotalsynthesisofneplanocinb
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