Scale-up of Azide Chemistry: A Case Study
Organic Process Research & Development2012Vol. 16(12), pp. 2051–2057
Citations Over TimeTop 18% of 2012 papers
Francisco González‐Bobes, Nathaniel Kopp, Li Li, Joerg Deerberg, Praveen Sharma, Simon Leung, Merrill L. Davies, Joseph Bush, Jason Hamm, Michael D. Hrytsak
Abstract
We report research and development conducted to enable the safe implementation of a highly enantioselective palladium-catalyzed desymmetrization of a meso–bis-ester using trimethylsilylazide (TMSN3) as the nucleophile. This work is used as a case example to discuss safe practices when considering the use of azide reagents or intermediates, with a focus on the thermodynamic and quantitative analysis of the hazards associated with hydrazoic acid (HN3).
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