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: | , , |
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| Lenguaje: | English |
| Publicado: |
Sociedad Chilena de Química
2001
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| Materias: | |
| Acceso en línea: | http://www.scielo.cl/scielo.php?script=sci_arttext&pid=S0366-16442001000300006 |
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| Sumario: | 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 |
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