Issue 10, 2014

Transition metal-free asymmetric and diastereoselective allylic alkylation using Grignard reagents: construction of vicinal stereogenic centers via kinetic resolution

Abstract

The first transition metal-free diastereoselective and enantioselective asymmetric allylic alkylation (AAA) has been disclosed leading to the construction of vicinal tertiary/quaternary centers via a kinetic resolution protocol starting from readily available starting materials. This procedure is chemically appealing since no consecutive AAA or stereoselective metal-catalyzed/chiral ligand AAAs are required to construct the two stereocenters.

Graphical abstract: Transition metal-free asymmetric and diastereoselective allylic alkylation using Grignard reagents: construction of vicinal stereogenic centers via kinetic resolution

Supplementary files

Article information

Article type
Edge Article
Submitted
05 Apr 2014
Accepted
16 May 2014
First published
19 May 2014

Chem. Sci., 2014,5, 3803-3807

Author version available

Transition metal-free asymmetric and diastereoselective allylic alkylation using Grignard reagents: construction of vicinal stereogenic centers via kinetic resolution

D. Grassi and A. Alexakis, Chem. Sci., 2014, 5, 3803 DOI: 10.1039/C4SC01003E

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