Iridium-Catalyzed Enantioselective Allylic Substitution with Aqueous Solutions of Nucleophiles

04 June 2019, Version 1
This content is a preprint and has not undergone peer review at the time of posting.


The iridium-catalyzed asymmetric allylic substitution under biphasic conditions is reported. This approach allows the use of various unstable and/or volatile nucleophiles including hydrazines, methylamine, t-butyl hydroperoxide, N-hydroxylamine, α-chloroacetaldehyde and glutaraldehyde. This transformation provides rapid access to a broad range of products from simple starting materials in good yields and up to >99% ee and 20:1 d.r.. Additionally, these products can be elaborated efficiently into a diverse set of cyclic and acyclic compounds, bearing up to four stereocenters


iridium catalysis
allylation reactions
aqueous media
Enantioselective Allylic Substitution
catalysis chemistry


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