Journal
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION
Volume 60, Issue 40, Pages 21723-21727Publisher
WILEY-V C H VERLAG GMBH
DOI: 10.1002/anie.202109312
Keywords
alkene difunctionalizations; alkenols; dioxygenation; enantioselectivity; hypervalent iodine; Pd catalysis
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Funding
- Universita degli Studi di Milano
- Politecnico di Milano within the CRUI-CARE Agreement
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Excellent enantio- and diastereoselectivity can be achieved in the oxidative Pd-catalyzed dioxygenation of (aza-)alkenols by using specific chiral ligands and hypervalent-iodine compounds.
An oxidative Pd-catalyzed intra-intermolecular dioxygenation of (aza-)alkenols has been reported, with total regioselectivity. To study the stereoselectivity, different chiral ligands as well as different hypervalent-iodine compounds have been compared. In particular, by using a C-6 modified pyridinyl-oxazoline (Pyox) ligand and hypervalent iodine bearing an aromatic ring, an excellent enantio- and diastereoselectivity has been achieved.
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