Enantioselective Rhodium-Catalyzed Allylation of Cyclic Imines with Potassium Allyltrifluoroborates

Hamish B. Hepburn, Nawasit Chotsaeng, Yunfei Luo, Hon Lam

Research output: Contribution to journalArticlepeer-review

Abstract / Description of output

This Article presents further examples of the enantioselective rhodium-catalyzed addition of potassium allyltrifluoroborates to cyclic imines. A wide range of substituted allyltrifluoroborates are compatible with this process, and provide
protected homoallylic amines with high levels of diastereo- and enantioselection. The reactions display a strong preference for carbon‒carbon bond formation at the more substituted terminus of the allyl fragment of the allyltrifluoroborate, regardless of the position of the boron atom. Representative examples of manipulation of the products are also described.
Original languageEnglish
Pages (from-to)2649-2661
Number of pages14
JournalSynthesis: Journal of Synthetic Organic Chemistry
Volume45
Issue number19
DOIs
Publication statusPublished - 2013

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