Abstract
AbstractAllylrhodium species derived from δ‐trifluoroboryl β,γ‐unsaturated esters undergo chain walking towards the ester moiety. The resulting allylrhodium species react with imines to give products containing two new stereocenters and a Z‐alkene. By using a chiral diene ligand, products can be obtained with high enantioselectivities, where a pronounced matched/mismatched effect with the chirality of the allyltrifluoroborate is evident.
Highlights
Allylrhodium species derived from d-trifluoroboryl b,g-unsaturated esters undergo chain walking towards the ester moiety
The migration of metal centers along carbon chains occurs in several important reactions.[1,2,3,4,5,6,7]
Many of these migrations take place by b-hydride elimination and hydrometalation sequences, in which the direction of travel is controlled by thermodynamics, a ligand, or a nearby functional group
Summary
Allylrhodium species derived from d-trifluoroboryl b,g-unsaturated esters undergo chain walking towards the ester moiety. [d] In the unpurified reaction, traces of a product derived from allylation without chain walking were detected.
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