Short and stereoselective synthesis of α-methylene-β-hydroxy-γ-butyrolactone diastereomers : Structures revised by theoretical investigations

A short synthetic approach allowed the preparation, in two steps, of (3S,4R)- and (3R,4R)-2- methylene-3-hydroxy-4-(hydroxymethyl)-γ-butyrolactones from 2,3-O-(3-pentylidene)-D-glyceraldehyde, with overall yields of 32 % and 9 %, respectively. The structure of these γ-butyrolactones was revised by e...

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Autores principales: Díaz, Gaspar, Carvalho, Gláucia S., Soares, Flávia R. F., Alcântara, Antônio F. de C., Diaz, Marisa A. N.
Formato: Articulo Comunicacion
Lenguaje:Inglés
Publicado: 2011
Materias:
Acceso en línea:http://sedici.unlp.edu.ar/handle/10915/8356
http://www.latamjpharm.org/resumenes/30/8/LAJOP_30_8_2_8.pdf
Aporte de:
id I19-R120-10915-8356
record_format dspace
institution Universidad Nacional de La Plata
institution_str I-19
repository_str R-120
collection SEDICI (UNLP)
language Inglés
topic Farmacia
antitumoral agents; BLYP/6-31G* theoretical calculation; γ-butyrolactones
spellingShingle Farmacia
antitumoral agents; BLYP/6-31G* theoretical calculation; γ-butyrolactones
Díaz, Gaspar
Carvalho, Gláucia S.
Soares, Flávia R. F.
Alcântara, Antônio F. de C.
Diaz, Marisa A. N.
Short and stereoselective synthesis of α-methylene-β-hydroxy-γ-butyrolactone diastereomers : Structures revised by theoretical investigations
topic_facet Farmacia
antitumoral agents; BLYP/6-31G* theoretical calculation; γ-butyrolactones
description A short synthetic approach allowed the preparation, in two steps, of (3S,4R)- and (3R,4R)-2- methylene-3-hydroxy-4-(hydroxymethyl)-γ-butyrolactones from 2,3-O-(3-pentylidene)-D-glyceraldehyde, with overall yields of 32 % and 9 %, respectively. The structure of these γ-butyrolactones was revised by experimental and theoretical investigations.
format Articulo
Comunicacion
author Díaz, Gaspar
Carvalho, Gláucia S.
Soares, Flávia R. F.
Alcântara, Antônio F. de C.
Diaz, Marisa A. N.
author_facet Díaz, Gaspar
Carvalho, Gláucia S.
Soares, Flávia R. F.
Alcântara, Antônio F. de C.
Diaz, Marisa A. N.
author_sort Díaz, Gaspar
title Short and stereoselective synthesis of α-methylene-β-hydroxy-γ-butyrolactone diastereomers : Structures revised by theoretical investigations
title_short Short and stereoselective synthesis of α-methylene-β-hydroxy-γ-butyrolactone diastereomers : Structures revised by theoretical investigations
title_full Short and stereoselective synthesis of α-methylene-β-hydroxy-γ-butyrolactone diastereomers : Structures revised by theoretical investigations
title_fullStr Short and stereoselective synthesis of α-methylene-β-hydroxy-γ-butyrolactone diastereomers : Structures revised by theoretical investigations
title_full_unstemmed Short and stereoselective synthesis of α-methylene-β-hydroxy-γ-butyrolactone diastereomers : Structures revised by theoretical investigations
title_sort short and stereoselective synthesis of α-methylene-β-hydroxy-γ-butyrolactone diastereomers : structures revised by theoretical investigations
publishDate 2011
url http://sedici.unlp.edu.ar/handle/10915/8356
http://www.latamjpharm.org/resumenes/30/8/LAJOP_30_8_2_8.pdf
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