The chemistry of acylals. 3. Cyanohydrin esters from acylals with cyanide reagents

Authors
Sandberg, M Sydnes, LK
Citation
M. Sandberg et Lk. Sydnes, The chemistry of acylals. 3. Cyanohydrin esters from acylals with cyanide reagents, ORG LETT, 2(5), 2000, pp. 687-689
Citations number
31
Categorie Soggetti
Organic Chemistry/Polymer Science
Journal title
ORGANIC LETTERS
ISSN journal
15237060 → ACNP
Volume
2
Issue
5
Year of publication
2000
Pages
687 - 689
Database
ISI
SICI code
1523-7060(20000309)2:5<687:TCOA3C>2.0.ZU;2-2
Abstract
[GRAPHICS] When treated with KCN in DMSO at room temperature, acylals from aliphatic a ldehydes gave the corresponding cyanohydrin eaters in good to excellent yie lds. Acylals from aromatic aldehydes were less reactive and gave several by products in addition to fair yields of cyanohydrin under the same condition s. Trimethylsilyl cyanide mixed with titanium(IV) chloride afforded cyanohy drin eaters in good to excellent yields from both aliphatic and aromatic al dehydes.