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DOI: 10.1055/a-1308-0021
Palladium-Catalyzed Functionalization of Olefins and Alkynes: From Oxyalkynylation to Tethered Dynamic Kinetic Asymmetric Transformations (DYKAT)
We thank the Swiss National Science Foundation (Grants 20021_119810 and 20021_15992), ERC (European Research Council, Starting Grant iTools4MC, number 334840 and Consolidator Grant, SeleCHEM, number 771170), and EPFL for financial support.
Abstract
This review presents an account of the palladium-catalyzed functionalizations of alkenes and alkynes developed at the Laboratory of Catalysis and Organic Synthesis (LCSO). Starting from the intramolecular oxy- and aminoalkynylation of alkenes, tethered methods were then developed to functionalize allylic amines and alcohols, as well as propargylic amines. Finally, a new dynamic kinetic asymmetric transformation was developed based on the use of a ‘one-arm’ Trost-type ligand, giving access to enantiopure amino alcohols. Each section is a personal account by the researcher(s) who performed the work.
1 Introduction,
2 Oxy- and Aminoalkynylation of Olefins,
3 In Situ Tethering Strategies for the Synthesis of Vicinal Amino Alcohols and Diamines,
4 Carboamination of Allylic Alcohols,
5 Carbooxygenation of Propargylic Amines,
6 Enantioselective Carboetherification/Hydrogenation via a Catalytically Formed Chiral Auxiliary,
7 Conclusion
Publication History
Received: 30 October 2020
Accepted after revision: 10 November 2020
Accepted Manuscript online:
10 November 2020
Article published online:
10 December 2020
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