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2005
C-C bond formation
O 0282
Formation of a Quaternary Carbon Center Through the Pd(0)/PhCOOH-Catalyzed Allylation of Cyclic β-Keto Esters and 1,3-Diketones with Alkynes. — The
04- 051 Pd(0)/phosphine/PhCOOH-catalyzed
allylation of cyclic β-keto esters and 1,3-diketones (I) with alkynes (II) provides a new efficient access towards products with a quaternary carbon center. The reaction proceeds in a highly regioselective manner and provides the products in high to excellent yields. A first attempt towards asymmetric allylation is presented involving a chiral phosphine ligand [cf. (IIIa)]. — (PATIL, N. T.;
YAMAMOTO*, Y.; J. Org. Chem. 69 (2004) 19, 6478-6481; Dep. Chem., Grad. Sch.
Sci., Tohoku Univ., Aoba, Sendai 980, Japan; Eng.) — Mischke
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