Journal
TETRAHEDRON
Volume 65, Issue 1, Pages 134-138Publisher
PERGAMON-ELSEVIER SCIENCE LTD
DOI: 10.1016/j.tet.2008.10.089
Keywords
Carbon nucleophile; Boc-anhydride; Carboxylating reagent; Non-nucleophilic base; Di-tert-butyl malonate
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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. (C) 2008 Elsevier Ltd. All rights reserved.
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