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The asymmetric addition of trimethylsilylcyanide to aldehydes catalysed by anionic chiral nucleophiles. Part 1

✍ Scribed by Ian P Holmes; Henri B Kagan


Publisher
Elsevier Science
Year
2000
Tongue
French
Weight
87 KB
Volume
41
Category
Article
ISSN
0040-4039

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✦ Synopsis


Trimethylsilylcyanide has been added to a number of aldehydes using a highly active chiral catalyst. This procedure gives the TMS ethers of the corresponding cyanohydrins in excellent chemical yields with enantiomeric excesses of up to 59%. The reaction is believed to occur through hypervalent silicon intermediates.


πŸ“œ SIMILAR VOLUMES


The asymmetric addition of trimethylsily
✍ Ian P Holmes; Henri B Kagan πŸ“‚ Article πŸ“… 2000 πŸ› Elsevier Science 🌐 French βš– 86 KB

Studies have been carried out on the addition of trimethylsilylcyanide to aldehydes using highly active chiral lithium phenolate catalysts. The screening of a number of chiral phenolates has resulted in a system which gives the TMS ethers of cyanohydrins in excellent chemical yields with enantiomeri

The asymmetric addition of trimethylsily
✍ Yuri N Belokon; Brendan Green; Nicolai S Ikonnikov; Michael North; Vitali I Tara πŸ“‚ Article πŸ“… 1999 πŸ› Elsevier Science 🌐 French βš– 217 KB

The use of a bimetallic titanium salen complex as a catalyst for the asymmetric addition of trimethylsilylcyanide to ketones is reported. The cyanohydrin trimethyisilyl ethers are obtained with enantiomeric excesses of up to 72% from reactions carried out at room temperature and atmospheric pressure