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Reverse regioselectivity in Pd(0)/InI-mediated allylation of aldehydes with ε-amido-allylindiums generated from β-lactams. A new entry to non-racemic highly substituted γ-butyrolactones†
Urszula Klimczak,Olga Staszewska-Krajewska,Bartosz K. Zambroń
RSC Advances Pub Date : 03/02/2016 00:00:00 , DOI:10.1039/C6RA00517A
Abstract

ε-Amido-allylindiums generated from N-Ts-β-lactams in the presence of 2 eq. of InI, catalytic amounts of Pd(PPh3)4 and 5 eq. of CF3CO2H react regio- and stereoselectively with a number of aromatic and aliphatic aldehydes to afford γ-butyrolactones as the exclusive products in high yield.

Graphical abstract: Reverse regioselectivity in Pd(0)/InI-mediated allylation of aldehydes with ε-amido-allylindiums generated from β-lactams. A new entry to non-racemic highly substituted γ-butyrolactones
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