4.8 Article

Photoinduced Diastereoselective Aminoalkylation of Cubanes

Journal

ORGANIC LETTERS
Volume 25, Issue 21, Pages 3864-3869

Publisher

AMER CHEMICAL SOC
DOI: 10.1021/acs.orglett.3c01223

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A photoinduced method for aminomethylating cubanes is reported in this study. The reaction conditions are mild and allow for the incorporation of various (hetero)-arylimines with high diastereoselectivity and tolerance toward functional groups.
The unique properties of rigid, nonconjugated hydrocarbonsprovidemany opportunities to design molecular building blocks for a varietyof applications, but the development of suitable conditions for alkylationof cubanes is quite challenging. Herein, a photoinduced method foraminoalkylation of cubanes is reported. The benign conditions reportedallow the incorporation of a wide variety of (hetero)-arylimine reactionpartners with broad functional group tolerance and high diastereoselectivity.

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