Síntese de β-cetoésteres cíclicos: novo procedimento para ciclizações de Dieckmann empregando ALCL3 e trietilamina Synthesis of β-keto esters: new easy procedure for dieckmann cyclization employing aluminum chloride and triethylamine
<abstract language="eng">In this communication we describe a new methodology to Dieckmann cyclization of diethyl adipate (1) and diethyl pimelate (3) applying "push-pull" strategy using anhydrous aluminium trichloride and triethylamine in dichloromethane at room temperature...
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| Format: | Article |
| Language: | English |
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Sociedade Brasileira de Química
1997-08-01
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| Series: | Química Nova |
| Subjects: | |
| Online Access: | http://www.scielo.br/scielo.php?script=sci_arttext&pid=S0100-40421997000400016 |
| _version_ | 1818947143795212288 |
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| author | Emerson P. Peçanha Eliezer J. Barreiro Carlos A. M. Fraga |
| author_facet | Emerson P. Peçanha Eliezer J. Barreiro Carlos A. M. Fraga |
| author_sort | Emerson P. Peçanha |
| collection | DOAJ |
| description | <abstract language="eng">In this communication we describe a new methodology to Dieckmann cyclization of diethyl adipate (1) and diethyl pimelate (3) applying "push-pull" strategy using anhydrous aluminium trichloride and triethylamine in dichloromethane at room temperature. This method is very efficient, simple, safe and reproducible, giving the corresponding cyclic β-keto ester derivatives in 84% and 71% yield, respectively. |
| first_indexed | 2024-12-20T08:26:13Z |
| format | Article |
| id | doaj.art-ecfefc2a1a7a4056804cc1d0aaabd3b8 |
| institution | Directory Open Access Journal |
| issn | 0100-4042 1678-7064 |
| language | English |
| last_indexed | 2024-12-20T08:26:13Z |
| publishDate | 1997-08-01 |
| publisher | Sociedade Brasileira de Química |
| record_format | Article |
| series | Química Nova |
| spelling | doaj.art-ecfefc2a1a7a4056804cc1d0aaabd3b82022-12-21T19:46:50ZengSociedade Brasileira de QuímicaQuímica Nova0100-40421678-70641997-08-0120443543710.1590/S0100-40421997000400016Síntese de β-cetoésteres cíclicos: novo procedimento para ciclizações de Dieckmann empregando ALCL3 e trietilamina Synthesis of β-keto esters: new easy procedure for dieckmann cyclization employing aluminum chloride and triethylamineEmerson P. PeçanhaEliezer J. BarreiroCarlos A. M. Fraga<abstract language="eng">In this communication we describe a new methodology to Dieckmann cyclization of diethyl adipate (1) and diethyl pimelate (3) applying "push-pull" strategy using anhydrous aluminium trichloride and triethylamine in dichloromethane at room temperature. This method is very efficient, simple, safe and reproducible, giving the corresponding cyclic β-keto ester derivatives in 84% and 71% yield, respectively.http://www.scielo.br/scielo.php?script=sci_arttext&pid=S0100-40421997000400016Dieckmann cyclizationcyclopentanone derivativescyclohexanone derivatives |
| spellingShingle | Emerson P. Peçanha Eliezer J. Barreiro Carlos A. M. Fraga Síntese de β-cetoésteres cíclicos: novo procedimento para ciclizações de Dieckmann empregando ALCL3 e trietilamina Synthesis of β-keto esters: new easy procedure for dieckmann cyclization employing aluminum chloride and triethylamine Química Nova Dieckmann cyclization cyclopentanone derivatives cyclohexanone derivatives |
| title | Síntese de β-cetoésteres cíclicos: novo procedimento para ciclizações de Dieckmann empregando ALCL3 e trietilamina Synthesis of β-keto esters: new easy procedure for dieckmann cyclization employing aluminum chloride and triethylamine |
| title_full | Síntese de β-cetoésteres cíclicos: novo procedimento para ciclizações de Dieckmann empregando ALCL3 e trietilamina Synthesis of β-keto esters: new easy procedure for dieckmann cyclization employing aluminum chloride and triethylamine |
| title_fullStr | Síntese de β-cetoésteres cíclicos: novo procedimento para ciclizações de Dieckmann empregando ALCL3 e trietilamina Synthesis of β-keto esters: new easy procedure for dieckmann cyclization employing aluminum chloride and triethylamine |
| title_full_unstemmed | Síntese de β-cetoésteres cíclicos: novo procedimento para ciclizações de Dieckmann empregando ALCL3 e trietilamina Synthesis of β-keto esters: new easy procedure for dieckmann cyclization employing aluminum chloride and triethylamine |
| title_short | Síntese de β-cetoésteres cíclicos: novo procedimento para ciclizações de Dieckmann empregando ALCL3 e trietilamina Synthesis of β-keto esters: new easy procedure for dieckmann cyclization employing aluminum chloride and triethylamine |
| title_sort | sintese de 946 cetoesteres ciclicos novo procedimento para ciclizacoes de dieckmann empregando alcl3 e trietilamina synthesis of 946 keto esters new easy procedure for dieckmann cyclization employing aluminum chloride and triethylamine |
| topic | Dieckmann cyclization cyclopentanone derivatives cyclohexanone derivatives |
| url | http://www.scielo.br/scielo.php?script=sci_arttext&pid=S0100-40421997000400016 |
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