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Di-tert-butyl dicarbonate: a versatile carboxylating reagent
Authors:John Kallikat Augustine  Y Arthoba Naik  Sharmila Narasimhan
Institution:a Syngene International Ltd, Biocon Park, Plot No. 2 & 3, Bommasandra-Jigani Road, Bangalore 560 099, India
b Department of Studies in Chemistry, Kuvempu University, Shankaraghatta, Shimoga 577 451, India
Abstract:Carbon nucleophiles generated by a non-nucleophilic base (LDA) were effectively trapped with di-tert-butyl dicarbonate (Boc-anhydride) to provide the corresponding tert-butyl aryl acetates, di-tert-butyl aryl malonates, unsymmetrical aryl malonates and tert-butyl benzoates in high yields. This reaction represents another useful way to prepare a variety of tert-butyl carboxylates and highlights the synthetic utility of di-tert-butyl dicarbonate as a versatile carboxylating reagent.
Keywords:Carbon nucleophile  Boc-anhydride  Carboxylating reagent  Non-nucleophilic base  Di-tert-butyl malonate
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