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Chlorination of Aliphatic Primary Alcohols via Triphosgene–Triethylamine Activation
- Ayala, Caitlan E., Villalpando, Andres, Nguyen, Alex L., McCandless, Gregory T., Kartika, Rendy
- Organic letters 2012 v.14 no.14 pp. 3676-3679
- alcohols, chemical structure, chlorination, triethylamine
- Activation of primary aliphatic alcohols with triphosgene and triethylamine mixtures afforded either alkyl chloride or diethylcarbamate products, and the switch in selectivity appeared to be driven by sterics. The reaction conditions to achieve this highly useful transformation were unexceptionally mild and readily tolerated by a wide range of sensitive functionalities.