118474-25-2Relevant articles and documents
Efficient one-pot formation of amides from benzyl carbamates: Application to solid-phase synthesis
Li, Wen-Ren,Yo, Ying-Chih,Lin, Yu-Sheng
, p. 8867 - 8875 (2000)
A convenient one-pot protocol for the conversion of benzyl carbamates to amides is described. The general applicability of the procedure is illustrated using various types of substrates. This new method proceeds rapidly under mild conditions, in good yields, and without noticeable racemization. This protocol was applied to solid-phase synthesis to prepare amides and esters from Merrifield resin-bound carbamates and carbonates. (C) 2000 Elsevier Science Ltd.
Lewis acid-catalyzed cleavage of carbamate and carbonate resins
Li,Lin,Yo
, p. 6619 - 6622 (2000)
A procedure for the preparation of amides and esters on a Merrifield resin-bound benzyloxycarbonyl equivalent has been developed. Polymer-supported carbamates react cleanly with zinc bromide and the appropriate acyl halide in the presence of triethylamine to provide their corresponding amides in high yields and purities. Cleavage of resin-bound carbonates was carried out using the similar reagent systems in the absence of triethylamine to give acetates or benzoates. (C) 2000 Elsevier Science Ltd.