ENANTIOSELECTIVE ADDITION OF DIETHYL ZINC TO BENZALDEHYDE CATALYZED BY TI(IV) AND GLUCOSE DERIVATIVES

D-Glucose derivatives 1,2:5,6-di-O-isopropyline-a-D-glucofuranose (1) and 1,2-O-isopropyline-a-D-glucofuranose (2) with Ti(IV) are chiral catalysts in the addition of diethylzinc to benzaldehyde. The Ti(IV)-carbohydrate catalytic system is optimal with excess Ti(IV) and substoichiometric carbohydrat...

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Autores principales:	PARADA,JOSÉ, MENDOZA,JORGE, CISTERNAS,FRANCY, EGUILUZ,ANGEL
Lenguaje:	English
Publicado:	Sociedad Chilena de Química 2010
Materias:	diethylzinc glucose derivatives 1- phenyl-1-propanol Ti (IV)-carbohydrate
Acceso en línea:	http://www.scielo.cl/scielo.php?script=sci_arttext&pid=S0717-97072010000400003
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spelling	oai:scielo:S0717-970720100004000032011-05-25ENANTIOSELECTIVE ADDITION OF DIETHYL ZINC TO BENZALDEHYDE CATALYZED BY TI(IV) AND GLUCOSE DERIVATIVESPARADA,JOSÉMENDOZA,JORGECISTERNAS,FRANCYEGUILUZ,ANGEL diethylzinc glucose derivatives 1- phenyl-1-propanol Ti (IV)-carbohydrate D-Glucose derivatives 1,2:5,6-di-O-isopropyline-a-D-glucofuranose (1) and 1,2-O-isopropyline-a-D-glucofuranose (2) with Ti(IV) are chiral catalysts in the addition of diethylzinc to benzaldehyde. The Ti(IV)-carbohydrate catalytic system is optimal with excess Ti(IV) and substoichiometric carbohydrate and 2 is the more active chiral catalyst probably because this derivative acts as a bidentate ligand in the proposed reaction. The arrangement of OH groups is crucial in determining the configuration of the alcohol product.info:eu-repo/semantics/openAccessSociedad Chilena de QuímicaJournal of the Chilean Chemical Society v.55 n.4 20102010-12-01text/htmlhttp://www.scielo.cl/scielo.php?script=sci_arttext&pid=S0717-97072010000400003en10.4067/S0717-97072010000400003
institution	Scielo Chile
collection	Scielo Chile
language	English
topic	diethylzinc glucose derivatives 1- phenyl-1-propanol Ti (IV)-carbohydrate
spellingShingle	diethylzinc glucose derivatives 1- phenyl-1-propanol Ti (IV)-carbohydrate PARADA,JOSÉ MENDOZA,JORGE CISTERNAS,FRANCY EGUILUZ,ANGEL ENANTIOSELECTIVE ADDITION OF DIETHYL ZINC TO BENZALDEHYDE CATALYZED BY TI(IV) AND GLUCOSE DERIVATIVES
description	D-Glucose derivatives 1,2:5,6-di-O-isopropyline-a-D-glucofuranose (1) and 1,2-O-isopropyline-a-D-glucofuranose (2) with Ti(IV) are chiral catalysts in the addition of diethylzinc to benzaldehyde. The Ti(IV)-carbohydrate catalytic system is optimal with excess Ti(IV) and substoichiometric carbohydrate and 2 is the more active chiral catalyst probably because this derivative acts as a bidentate ligand in the proposed reaction. The arrangement of OH groups is crucial in determining the configuration of the alcohol product.
author	PARADA,JOSÉ MENDOZA,JORGE CISTERNAS,FRANCY EGUILUZ,ANGEL
author_facet	PARADA,JOSÉ MENDOZA,JORGE CISTERNAS,FRANCY EGUILUZ,ANGEL
author_sort	PARADA,JOSÉ
title	ENANTIOSELECTIVE ADDITION OF DIETHYL ZINC TO BENZALDEHYDE CATALYZED BY TI(IV) AND GLUCOSE DERIVATIVES
title_short	ENANTIOSELECTIVE ADDITION OF DIETHYL ZINC TO BENZALDEHYDE CATALYZED BY TI(IV) AND GLUCOSE DERIVATIVES
title_full	ENANTIOSELECTIVE ADDITION OF DIETHYL ZINC TO BENZALDEHYDE CATALYZED BY TI(IV) AND GLUCOSE DERIVATIVES
title_fullStr	ENANTIOSELECTIVE ADDITION OF DIETHYL ZINC TO BENZALDEHYDE CATALYZED BY TI(IV) AND GLUCOSE DERIVATIVES
title_full_unstemmed	ENANTIOSELECTIVE ADDITION OF DIETHYL ZINC TO BENZALDEHYDE CATALYZED BY TI(IV) AND GLUCOSE DERIVATIVES
title_sort	enantioselective addition of diethyl zinc to benzaldehyde catalyzed by ti(iv) and glucose derivatives
publisher	Sociedad Chilena de Química
publishDate	2010
url	http://www.scielo.cl/scielo.php?script=sci_arttext&pid=S0717-97072010000400003
work_keys_str_mv	AT paradajose enantioselectiveadditionofdiethylzinctobenzaldehydecatalyzedbytiivandglucosederivatives AT mendozajorge enantioselectiveadditionofdiethylzinctobenzaldehydecatalyzedbytiivandglucosederivatives AT cisternasfrancy enantioselectiveadditionofdiethylzinctobenzaldehydecatalyzedbytiivandglucosederivatives AT eguiluzangel enantioselectiveadditionofdiethylzinctobenzaldehydecatalyzedbytiivandglucosederivatives
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ENANTIOSELECTIVE ADDITION OF DIETHYL ZINC TO BENZALDEHYDE CATALYZED BY TI(IV) AND GLUCOSE DERIVATIVES

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