Journal
CHEMICAL SCIENCE
Volume 5, Issue 7, Pages 2732-2738Publisher
ROYAL SOC CHEMISTRY
DOI: 10.1039/c4sc00415a
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Funding
- Swedish Research Council
- Knut och Alice Wallenbergs Foundation
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Direct allylboration of various acyclic and cyclic aldimine, ketimine and indole substrates was performed using allylboronic acids. The reaction proceeds with very high anti-stereoselectivity for both E and Z imines. The allylboroxines formed by dehydration of allylboronic acids have a dual effect: promoting E/Z isomerization of aldimines and triggering the allylation by efficient electron withdrawal from the imine substrate.
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