ISSN:
0268-2605
Keywords:
lanthanoid tricyanide
;
cyanohydrin
;
cyanotrimethylsilane
;
Chemistry
;
Organic Chemistry
Source:
Wiley InterScience Backfile Collection 1832-2000
Topics:
Chemistry and Pharmacology
Notes:
Ytterbium tricyanide was obtained quantitatively by the reaction of ytterbium tri-isopropoxide with cyanotrimethylsilane. The addition of cyanotrimethylsilane to various carbonyl compounds was catalyzed effectively by ytterbium tricyanide to proceed under mild conditions giving the adducts in high selectivities. 2-Methylcyclohexanone yielded the adduct in a highly diastereoselective manner and the reagent system also effectively gave the adducts from easily enolizable ketones as well as from acid-sensitive ones. α,β-Unsaturated ketones and aldehydes afforded 1,2-adducts exclusively.
Additional Material:
3 Tab.
Type of Medium:
Electronic Resource
URL:
http://dx.doi.org/10.1002/aoc.590090507
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