ChemInform Abstract: Chelation-Controlled Aldol Reaction of Silyl Dienolate Derived from Ethyl Crotonate with a Chiral Aldehyde.
β Scribed by Seunguk Paik
- Book ID
- 101884135
- Publisher
- John Wiley and Sons
- Year
- 2010
- Weight
- 28 KB
- Volume
- 30
- Category
- Article
- ISSN
- 0931-7597
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β¦ Synopsis
Chelation-Controlled Aldol Reaction of Silyl Dienolate Derived from Ethyl Crotonate with a Chiral Aldehyde. -Asymmetric aldol reaction of a chiral alkoxyaldehyde (II) with silyl dienolate (III) derived from methyl crotonate is achieved with moderate to high diastereoselection in the presence of Lewis acids such as TiCl 4 and ZnCl 2 . -(PAIK, SEUNGUK; Bull. Korean
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## Abstract The reaction of enamine (I) with ethyl hemiacetal (II) followed by acid hydrolysis and subsequent reduction of the intermediate aldehyde gives rise to the diastereomeric mixture of diols (III) and (IV).