Journal
JOURNAL OF ORGANIC CHEMISTRY
Volume 84, Issue 10, Pages 6536-6545Publisher
AMER CHEMICAL SOC
DOI: 10.1021/acs.joc.9b00831
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We report an efficient catalytic Staudinger reduction at room temperature that enables the preparation of a structurally diverse set of amines from azides in excellent yields. The reaction is based on the use of catalytic amounts of triphenylphosphine as a phosphine source and diphenyldisiloxane as a reducing agent. Our catalytic Staudinger reduction exhibits a high chemoselectivity, as exemplified by reduction of azides over other common functionalities, including nitriles, alkenes, alkynes, esters, and ketones.
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