Stereoselective synthesis of alpha-alkylidene- and substituted alkylidene-gamma-lactones

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Authors	ČASTULÍK Jakub MAZAL Ctibor
Year of publication	2000
Type	Article in Periodical
Magazine / Source	Tetrahedron Letters
MU Faculty or unit	Faculty of Science
Citation
web	http://www.elsevier.nl/inca/publications/store/2/3/3/
Field	Organic chemistry
Keywords	methylene lactones; coupling reactions; palladium; zinc compounds
Description	Cross-coupling reactions of (E)- and (Z)-tosylates of alpha-hydroxymethylene-gamma-butyrolactone with aryl, heteroaryl, alkyl, and alkynylzinc chlorides under Pd(PPh3)4 catalysis were found to be a suitable synthetic method for stereoselective preparation of alpha-alkylidene- and substituted alkylidene-gamma-lactones. Reactions, conducted under mild conditions, proceed with high stereoselectivity and moderate yields.
Related projects:	Structure and character of bonding, properties and analysis of synthetic and natural molecular ensembles