Journal
ORGANIC PROCESS RESEARCH & DEVELOPMENT
Volume 16, Issue 12, Pages 2051-2057Publisher
AMER CHEMICAL SOC
DOI: 10.1021/op3002646
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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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