Enantioselective Multicatalytic Synthesis of a-Benzyl-ß-hydroxyindan-1-ones.

Autor: Suzuki, Takeyuki, Ishizaka, Yuka, Ghozati, Kazem, Zhou, Da-Yang, Asano, Kaori, Sasai, Hiroaki
Předmět:
Zdroj: Synthesis; 2013, Vol. 45 Issue 15, p2134-2136, 3p
Abstrakt: Asymmetric tandem coupling of meso-diols with aldehydes was achieved by using a chiral iridium catalyst. This tandem reaction consists of oxidative desymmetrization of the meso-diol, aldol condensation with an aldehyde, and reduction of the enone intermediate. A one-pot method using an excess of a hydrogen donor gave a-benzyl-ß-hydroxyindan-1-ones in up to 94% ee and 88% yield. An asymmetric hydrogen autotransfer method in the absence of an additional hydrogen donor gave the desired benzyl ketone in 92% ee. [ABSTRACT FROM AUTHOR]
Databáze: Complementary Index