A THEORETICAL STUDY OF THE STEREOCHEMICAL COURSE OF THE ACID CYCLIZATION OF TWO 5-OXOGERMACREN- 6,12-OLIDES EPIMERIC IN C4

The theoretical study of both the conformational distribution and the acid cyclization of two epimeric 5-oxogermacren-6,12-olides in C4 is described. Our results on the stereochemistry of the cyclization products, 5-hydroxyguaian-6,12-olides, agree with experimental results reported previously. Curt...

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Autores principales:	KESTERNICH,VICTOR, CONTRERAS-ORTEGA,CARLOS, MARTINEZ,ROLANDO
Lenguaje:	English
Publicado:	Sociedad Chilena de Química 2001
Materias:	Sesquiterpenic lactones germacranolides guaianolides MM2 program
Acceso en línea:	http://www.scielo.cl/scielo.php?script=sci_arttext&pid=S0366-16442001000300006
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spelling	oai:scielo:S0366-164420010003000062002-02-05A THEORETICAL STUDY OF THE STEREOCHEMICAL COURSE OF THE ACID CYCLIZATION OF TWO 5-OXOGERMACREN- 6,12-OLIDES EPIMERIC IN C4KESTERNICH,VICTORCONTRERAS-ORTEGA,CARLOSMARTINEZ,ROLANDO Sesquiterpenic lactones germacranolides guaianolides MM2 program The theoretical study of both the conformational distribution and the acid cyclization of two epimeric 5-oxogermacren-6,12-olides in C4 is described. Our results on the stereochemistry of the cyclization products, 5-hydroxyguaian-6,12-olides, agree with experimental results reported previously. Curtin-Hammet principle and Hammond postulate are used to propose reaction pathways consistent with above results. The theoretical results were obtained by using a MM2 program from HyperChem 4.5info:eu-repo/semantics/openAccessSociedad Chilena de QuímicaBoletín de la Sociedad Chilena de Química v.46 n.3 20012001-09-01text/htmlhttp://www.scielo.cl/scielo.php?script=sci_arttext&pid=S0366-16442001000300006en10.4067/S0366-16442001000300006
institution	Scielo Chile
collection	Scielo Chile
language	English
topic	Sesquiterpenic lactones germacranolides guaianolides MM2 program
spellingShingle	Sesquiterpenic lactones germacranolides guaianolides MM2 program KESTERNICH,VICTOR CONTRERAS-ORTEGA,CARLOS MARTINEZ,ROLANDO A THEORETICAL STUDY OF THE STEREOCHEMICAL COURSE OF THE ACID CYCLIZATION OF TWO 5-OXOGERMACREN- 6,12-OLIDES EPIMERIC IN C4
description	The theoretical study of both the conformational distribution and the acid cyclization of two epimeric 5-oxogermacren-6,12-olides in C4 is described. Our results on the stereochemistry of the cyclization products, 5-hydroxyguaian-6,12-olides, agree with experimental results reported previously. Curtin-Hammet principle and Hammond postulate are used to propose reaction pathways consistent with above results. The theoretical results were obtained by using a MM2 program from HyperChem 4.5
author	KESTERNICH,VICTOR CONTRERAS-ORTEGA,CARLOS MARTINEZ,ROLANDO
author_facet	KESTERNICH,VICTOR CONTRERAS-ORTEGA,CARLOS MARTINEZ,ROLANDO
author_sort	KESTERNICH,VICTOR
title	A THEORETICAL STUDY OF THE STEREOCHEMICAL COURSE OF THE ACID CYCLIZATION OF TWO 5-OXOGERMACREN- 6,12-OLIDES EPIMERIC IN C4
title_short	A THEORETICAL STUDY OF THE STEREOCHEMICAL COURSE OF THE ACID CYCLIZATION OF TWO 5-OXOGERMACREN- 6,12-OLIDES EPIMERIC IN C4
title_full	A THEORETICAL STUDY OF THE STEREOCHEMICAL COURSE OF THE ACID CYCLIZATION OF TWO 5-OXOGERMACREN- 6,12-OLIDES EPIMERIC IN C4
title_fullStr	A THEORETICAL STUDY OF THE STEREOCHEMICAL COURSE OF THE ACID CYCLIZATION OF TWO 5-OXOGERMACREN- 6,12-OLIDES EPIMERIC IN C4
title_full_unstemmed	A THEORETICAL STUDY OF THE STEREOCHEMICAL COURSE OF THE ACID CYCLIZATION OF TWO 5-OXOGERMACREN- 6,12-OLIDES EPIMERIC IN C4
title_sort	theoretical study of the stereochemical course of the acid cyclization of two 5-oxogermacren- 6,12-olides epimeric in c4
publisher	Sociedad Chilena de Química
publishDate	2001
url	http://www.scielo.cl/scielo.php?script=sci_arttext&pid=S0366-16442001000300006
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A THEORETICAL STUDY OF THE STEREOCHEMICAL COURSE OF THE ACID CYCLIZATION OF TWO 5-OXOGERMACREN- 6,12-OLIDES EPIMERIC IN C4

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