Journal
ORGANIC LETTERS
Volume 16, Issue 7, Pages 1884-1887Publisher
AMER CHEMICAL SOC
DOI: 10.1021/ol500635p
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- Institute of Chemical and Engineering Sciences, A*STAR [ICES/11-241A05]
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From a medicinal chemistry perspective, bicyclo[1.1.1]-pentan-1-amine (1) has served as a unique and important moiety. Synthetically, however, this compound has received little attention, and only one scalable route to this amine has been demonstrated. Reduction of an easily available and potentially versatile intermediate, 1-azido-3-iodobicyclo[1.1.1]pentane (2), can offer both a flexible and scalable alternative to this target. Herein, we describe our scrutiny of this reportedly elusive transformation and report our ensuing success with this endeavor.
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