Categories: C-C Bond Formation > Oxygen-containing molecules > Carbonyl compounds >

Allylations

Related:

Name Reactions

Recent Literature

A simple method for the chemo- and regioselective, direct catalytic allylic alkylation of aldehydes and cyclic ketones has been developed. The combination of palladium and enamine catalysis furnished α-allylic alkylated aldehydes and cyclic ketones in high yields.
I. Ibrahem, A. Córdova, Angew. Chem. Int. Ed., 2006, 45, 1952-1956.

I. Ibrahem, A. Córdova, Angew. Chem. Int. Ed., 2006, 45, 1952-1956.

Catalytic enantioselective examples of the Tsuji allylation using enol carbonates and enol silanes gave products possessing a quaternary stereogenic center, which are useful building blocks for synthetic chemistry.
D. C. Behenna, B. M. Stoltz, J. Am. Chem. Soc., 2004, 126, 15044-15045.

D. C. Behenna, B. M. Stotz, J. Am. Chem. Soc., 2004, 126, 15044-15045.

A catalytic enantioconvergent synthesis of quaternary stereocenters from racemates with quaternary stereocenters has been developed. A chiral Pd catalyst is involved in both the stereoablative (C-C bond-breaking) and stereoselective (C-C bond-forming) steps.
J. T. Mohr, D. C. Behenna, A. M. Harned, B. M. Stoltz, Angew. Chem., 2005, 117, 7084-7087.

In a new, efficient, catalytic asymmetric protocol for the synthesis of α-tertiary hydroxyaldehydes from readily available α-halo or α-hydroxy ketones or enol silyl ethers, the chiral ligand controls the regioselectivity as well as the enantioselectivity.
B. M. Trost, J. Xu, M. Reichle, J. Am. Chem. Soc., 2007, 129, 282-283.