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ChemInform Abstract: The Chemistry of Chlorosilyl Enolates. Part 3. Variation of the Silyl Group and the Effect on Rate and Enantiomeric Excess of Acetate Aldol Additions.

โœ Scribed by S. E. DENMARK; S. B. D. WINTER

Publisher
John Wiley and Sons
Year
2010
Weight
36 KB
Volume
29
Category
Article
ISSN
0931-7597

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โœฆ Synopsis

The Chemistry of Chlorosilyl Enolates. Part 3. Variation of the Silyl Group and the Effect on Rate and Enantiomeric Excess of Acetate Aldol Additions. -Silyl ketene acetals (I) and (IV) react with aldehydes (II) and (V) in the presence of catalytic amounts of chiral phosphoramides to yield the esters (III) and (VI) with low enantioselectivity. Kinetic experiments show that the reaction rates follow the order R 1 /R 2 = H โ‰ˆ Cl ยฟ Ph ยฟ Me. -(DENMARK, S. E.; WINTER, S. B. D.; Synlett (1997) 9, 1087-1089; Dep.

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ChemInform Abstract: Functionalized Triarylcarbenium Ions as Catalysts in Mukaiyama Aldol Addition: Effects of Counter Ions and Silyl Groups on the Intervention of Silyl Catalysis.
โœ C.-T. CHEN; S.-D. CHAO; K.-C. YEN ๐Ÿ“‚ Article ๐Ÿ“… 2010 ๐Ÿ› John Wiley and Sons โš– 37 KB

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