Iron-Catalyzed Diastereoselective Intramolecular Olefin Aminobromination with Bromide Ion

Abstract

A new iron-catalyzed diastereoselective aminobromination method is reported for both internal and terminal olefins (yield up to 90% and dr up to >20:1). In this transformation, a functionalized hydroxylamine and bromide ion were used as the nitrogen and bromine source, respectively. This method is compatible with a broad range of olefins and provides a convenient approach to synthetically valuable vicinal bromo primary amines. Our studies suggest that both the dia­stereoselectivity and enantioselectivity for the olefin aminobromination can be controlled by iron catalysts.

Key words

iron - nitrogen - bromine - alkenes - diastereoselectivity

• References

• 1 These authors contributed equally to this work.

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