Synthesis of α-hydroxy and α-oxospiranes through ruthenium(II)-catalyzed ring-closing metathesis

Autor: Christian Rømming, Kjell Undheim, Kuangbiao Ma, Pompiliu S. Aburel
Rok vydání: 2001
Předmět:
Zdroj: Journal of the Chemical Society, Perkin Transactions 1. :1458-1472
ISSN: 1364-5463
1472-7781
DOI: 10.1039/b101462p
Popis: Efficient methodology for the construction of functionalized spiranes using Ru(II)-catalyzed ring-closing metathesis reactions is described. The substrates were appropriately substituted five-, six- and seven-membered cycloalkanes which were spiroannulated by five-, six- and seven-membered rings, respectively. The relative stereochemistry of selected substituted spiranes has been determined by single crystal X-ray analyses. The X-ray structures formed the basis for NMR correlations of the relative stereochemistry in the groups of compounds prepared. Relative rates in oxidation reactions could also be used for stereochemical correlations.
Databáze: OpenAIRE