Search

A good regio- and stereoselectivity was observed for the PdCl2-catalyzed cyclocarbonylation of 2-alkynols with CuCl2 affording (Z)-α-chloroalkylidene-β-lactones. The highly optically active (Z)-α-chloroalkylidene-β-lactones could be easily prepared from the readily available optically active prop argylic alcohols. The Pd(II)-catalyzed cyclocarbonylation of 2-alkynols with CuBr2 was also studied. Although the yields of (Z)-α-bromoalkylidene-β-lactones were low, due to the relatively higher activity of the C-Br bond, the coupling reactions of (Z)-α-bromoalkylidene-β-lactones were quite smooth to afford the corresponding products in high yields. A rationale for this reaction is discussed. [ABSTRACT FROM AUTHOR]

An efficient C(sp³)-H bond activation and intramolecular amination reaction via palladium catalysis at the β-position of carboxyamides to make β-lactams was described. The investigation of the substrate scope showed that the current reaction conditions favored activation of the β-methylene group. Short sequences were developed for preparation of various diazabicyclic β-lactam compounds with this method as the key step from chiral proline and piperidine derivatives. [ABSTRACT FROM AUTHOR]

An efficient C(sp³)-H bond activation and intramolecular amination reaction via palladium catalysis at the β-position of carboxyamides to make β-lactams was described. The investigation of the substrate scope showed that the current reaction conditions favored activation of the β-methylene group. Short sequences were developed for preparation of various diazabicyclic β-lactam compounds with this method as the key step from chiral proline and piperidine derivatives. [ABSTRACT FROM AUTHOR]