Síntese e atividade fitotóxica de 2- fenil- 6, 7- exo- isopropilidenodioxi- 8- oxabiciclo [ 3. 2. 1] oct- 2- eno

• Autor(a) principal: Barbosa, Luiz Cláudio A.
• Data de Publicação: 2000
• Outros Autores: Demuner, Antônio J., Costa, Adilson V., Borges, Eduardo E. L., Mann, John
• Tipo de documento: Artigo
• Idioma: por
• Título da fonte: LOCUS Repositório Institucional da UFV
• Texto Completo: http://dx.doi.org/10.1590/S0100-40422000000400006; http://www.locus.ufv.br/handle/123456789/24982
• topic: [ 3+ 4] cycloaddition; Oxyallyl cations; Herbicides

Synthesis and phytotoxic activity of 2-Phenyl-6,7-exo isopropylidenedioxi-8-oxabicyclo[3.2.1]oct-2-ene.The [3+4] cycloaddition between furan and the oxyallyl cation generated from 1-bromo-1-phenylpropan-2-one (4), resulted in the formation of 2-phenyl-8-oxabicyclo[3.2.1]oct-6-en-3-one (5) in 30% yield. This compound was further converted into 2-phenyl-6,7-exo-isopropylidenedioxi-8-oxabicyclo[3.2.1]oct-2-ene (13) in 35.4% yield. The selective effect of compound (13) and its isomer 3-phenyl-6,7-exo-isopropylidenedioxi-8-oxabicyclo[3.2.1]oct -2-ene (1a) on the radicle growth of Sorghum bicolor L. (sorghum) and Cucumis sativus L. (cucumber) were evaluated. For both plants, compound 13 showed to be more potent than its isomer 1a.