Journal
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY
Volume 141, Issue 31, Pages 12212-12218Publisher
AMER CHEMICAL SOC
DOI: 10.1021/jacs.9b05830
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Funding
- ETH Zurich
- Swiss National Science Foundation [200020_172516]
- Swiss National Science Foundation (SNF) [200020_172516] Funding Source: Swiss National Science Foundation (SNF)
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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, alpha-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.
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