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Asymmetric Conjugate Additionof Arylboronic Acids to Enones Catalyzed by Rhodium-MonodentatePhosphoramidite Complexes in the Presence of Bases
Iguchi, Yuki
Itooka, Ryoh
Miyaura, Norio
Location: http://hdl.handle.net/2115/14621
Synlett. 7, 2003, 1040-1042
http://dx.doi.org/10.1055/s-2003-39315

Rhodium(I)-catalyzed 1,4-addition of arylboronic acids to ?,?-unsaturatedcarbonyl compounds was carried out in the presence of a chiral phosphoramiditeligand based on (R)-binol and dialkylamines.The reaction was significantly accelerated in the presence of abase such as KOH and Et3N, allowing the reaction to becompleted within 6 hours at 50 °C. The additionto 2-cyclohexenone achieved enantioselectivities up to 99%,though they were less effective for 2-cyclopentenone (79% ee),2-cycloheptenone (77% ee) and acyclic enones (31-43% ee).

Belongs to: Hokkaido University Collection of Scholarly and Academic Papers

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Asymmetric Conjugate Additionof Arylboronic Acids to Enones Catalyzed by Rhodium-MonodentatePhosphoramidite Complexes in the Presence of Bases
Id. 8171147
Idioma inglés
Titulo Asymmetric Conjugate Additionof Arylboronic Acids to Enones Catalyzed by Rhodium-MonodentatePhosphoramidite Complexes in the Presence of Bases
Autor(es) Iguchi, Yuki
Itooka, Ryoh
Miyaura, Norio
Location http://hdl.handle.net/2115/14621
Synlett. 7, 2003, 1040-1042
http://dx.doi.org/10.1055/s-2003-39315
Versión 1.0
Estado Final
Descripción Rhodium(I)-catalyzed 1,4-addition of arylboronic acids to ?,?-unsaturatedcarbonyl compounds was carried out in the presence of a chiral phosphoramiditeligand based on (R)-binol and dialkylamines.The reaction was significantly accelerated in the presence of abase such as KOH and Et3N, allowing the reaction to becompleted within 6 hours at 50 °C. The additionto 2-cyclohexenone achieved enantioselectivities up to 99%,though they were less effective for 2-cyclopentenone (79% ee),2-cycloheptenone (77% ee) and acyclic enones (31-43% ee).
Tipo 73805 bytes
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Palabras clave arylboronic acids
Tipo de recurso article (author version)
Tipo de Interactividad Expositivo
Nivel de Interactividad muy bajo
Audiencia Estudiante
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Estructura Atomic
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Formatos 73805 bytes
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Fecha de contribución 26-oct-2007
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