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Metal versus silyl triflate catalysis in the Mukaiyama aldol addition reaction

✍ 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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✦ 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.


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