Metal versus silyl triflate catalysis in the Mukaiyama aldol addition reaction
β Scribed by Erick M. Carreira; Robert A. Singer
- Book ID
- 104214562
- Publisher
- Elsevier Science
- Year
- 1994
- Tongue
- French
- Weight
- 416 KB
- Volume
- 35
- Category
- Article
- ISSN
- 0040-4039
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β¦ Synopsis
Abstra& A mechanistic study of the Mukaiyama aldol addition reaction employing benxaldehyde and hydtocinnamaldehyde along with a selection of Lewis acids including BF3aEt3, LiC104, Yb(OTf)3. Sn(OTfh, and Zn(OTfj2 is presented. The results of experiments conducted with doubly-labeled silyl ketene acetals implicate a Lewis acidic silicon species and not the metals as the catalyst in the Mukaiyama aldol addition reaction.
π SIMILAR VOLUMES
Functionalized Triarylcarbenium Ions as Catalysts in Mukaiyama Aldol Addition: Effects of Counter Ions and Silyl Groups on the Intervention of Silyl Catalysis. -It is documented, that a functionalized Tr + SbCl -6 [cf. (I)] may serve as catalyst in Mukaiyama aldol additions. The process highly depen
## Abstract For Abstract see ChemInform Abstract in Full Text.
## A variety of chiral auxiliaries R*OH were prepared ana' tested for levels of asymmetric induction control in the 'Mukaiyama-ala'& reaction of chiral siiyl ketene acetals. Structural features required for high levels of control are discussed.