MUKAIYAMA ALDOL REACTIONS CATALYZED BY A TRIMERIC ORGANO ALUMINUM(III) ALKOXIDE

作者：Kim So Han; Yoon Sungwoo; Kim Youngjo; Verkade John G^*

来源：Phosphorus, Sulfur, and Silicon and the Related Elements, 2014, 189(7-8): 1193-1206.

DOI：10.1080/10426507.2014.906427

• Mukaiyama aldol reaction
• trimeric
• aluminum
• tripodal ligand

Mukaiyama aldol reactions of enol ethers with a variety of aldehydes and ketones are efficiently catalyzed at 0-25 degrees C by the sterically bulky trimeric organo aluminum(III) alkoxide 1 synthesized via the reaction of 3 equiv of AlMe3 with tripodal tris(2-hydroxy-3-tert-butyl-5-methylphenyl) methane and the elimination of 3 equiv of methane. Comparisons of its catalytic properties with the less sterically hindered analogue 2, the more sterically hindered analogue 3, a monomeric aluminum near-analogue 4, and a dimeric alumatrane 5 revealed that 1 possesses superior activity.

• 出版日期2014