Allylic oxidation of ent-Kaurenic acid, ent-Kaurenic acid Methyl Ester and ent-Kaurenol
Fuente:
Redalyc
Saved in:
| Main Author: | |
|---|---|
| Format: | Artículo científico |
| Language: | en |
| Published: |
Universidad de los Andes
2007
|
| Subjects: | |
| Online Access: | |
| Tags: |
Add Tag
No Tags, Be the first to tag this record!
|
| _version_ | 1876484392846622720 |
|---|---|
| author | Rosa Aparicio |
| author_facet | Rosa Aparicio |
| contents | Allylic oxidation of ent-Kaurenic acid, ent-Kaurenic acid Methyl Ester and ent-Kaurenol Rosa Aparicio Ali Bahsas Alfredo Usubillaga Química ent kaurenol kaurenic acid selenium oxide Allylic oxidation The allylic oxidation of ent-kaurenic acid, ent-kaurenic acid methyl ester, and ent-kaurenol with SeO2/H2O2 is presented. The reaction was run in dioxan solution at room temperature stirring for 4 hours. About 0.3 mmol of substrate was treated with 1.2 mmol of SeO2 and 4.1 mmol of H2O2. Treatment of ent-kaurenic acid afforded 56% of ent-15α-hydroxy-kaur-16-en-19-oic acid (2a). Treatment of ent-kaurenic acid methyl ester afforded two products: ent-15α-hydroxy-kaur-16-en-19-oic acid methyl ester (2b, 34% yield) and ent-15α,16α-epoxi-17-hydroxy-kauran-19-oic acid methyl ester (3a, 59% yield). In a similar fashion treatment of ent-kaurenol rendered two products: ent-15α,17-dihydroxy-kaur-16-ene (2c, 56.7% yield) and ent-15α,16α-epoxi-17,19-dihydroxy-kaurane (3b, 34% yield). Additional experiments using twice as much or half as much H2O2 relative to the amount of SeO2 did not modify significantly the product ratio neither the yield. 2007 artículo científico 1856-5301 https://www.redalyc.org/articulo.oa?id=93320302 en http://www.redalyc.org/revista.oa?id=933 Avances en Química application/pdf Universidad de los Andes Avances en Química (República Bolivariana de Venezuela) Num.3 Vol.2 |
| format | Artículo científico |
| id | redalyc_93320302 |
| institution | Redalyc |
| language | en |
| publishDate | 2007 |
| publisher | Universidad de los Andes |
| spellingShingle | Allylic oxidation of ent-Kaurenic acid, ent-Kaurenic acid Methyl Ester and ent-Kaurenol Rosa Aparicio Química ent kaurenol kaurenic acid selenium oxide Allylic oxidation Allylic oxidation of ent-Kaurenic acid, ent-Kaurenic acid Methyl Ester and ent-Kaurenol Rosa Aparicio Ali Bahsas Alfredo Usubillaga Química ent kaurenol kaurenic acid selenium oxide Allylic oxidation The allylic oxidation of ent-kaurenic acid, ent-kaurenic acid methyl ester, and ent-kaurenol with SeO2/H2O2 is presented. The reaction was run in dioxan solution at room temperature stirring for 4 hours. About 0.3 mmol of substrate was treated with 1.2 mmol of SeO2 and 4.1 mmol of H2O2. Treatment of ent-kaurenic acid afforded 56% of ent-15α-hydroxy-kaur-16-en-19-oic acid (2a). Treatment of ent-kaurenic acid methyl ester afforded two products: ent-15α-hydroxy-kaur-16-en-19-oic acid methyl ester (2b, 34% yield) and ent-15α,16α-epoxi-17-hydroxy-kauran-19-oic acid methyl ester (3a, 59% yield). In a similar fashion treatment of ent-kaurenol rendered two products: ent-15α,17-dihydroxy-kaur-16-ene (2c, 56.7% yield) and ent-15α,16α-epoxi-17,19-dihydroxy-kaurane (3b, 34% yield). Additional experiments using twice as much or half as much H2O2 relative to the amount of SeO2 did not modify significantly the product ratio neither the yield. 2007 artículo científico 1856-5301 https://www.redalyc.org/articulo.oa?id=93320302 en http://www.redalyc.org/revista.oa?id=933 Avances en Química application/pdf Universidad de los Andes Avances en Química (República Bolivariana de Venezuela) Num.3 Vol.2 |
| title | Allylic oxidation of ent-Kaurenic acid, ent-Kaurenic acid Methyl Ester and ent-Kaurenol |
| topic | Química ent kaurenol kaurenic acid selenium oxide Allylic oxidation |
| url | https://www.redalyc.org/articulo.oa?id=93320302 |