4.4 Article

Efficient synthesis of α-(N-Boc)aminoamides by addition of a carbamoylsilane to N-Boc-imines

Journal

TETRAHEDRON
Volume 72, Issue 49, Pages 8117-8122

Publisher

PERGAMON-ELSEVIER SCIENCE LTD
DOI: 10.1016/j.tet.2016.10.066

Keywords

N-Boc-imines; Carbamoylsilanes; Amides; Addition; Synthetic methods

Funding

  1. Shanxi Province Foundation for Returness [0713]
  2. Natural Science Foundation of Shanxi Province [2012011046-9]
  3. Foundation of Shanxi Normal University, China [WL2015CXCY-YJ-21]

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N,N-Dimethylcarbamoyl(trimethyl)silane reacted with N-Boc-imines in anhydrous benzene under catalysts-free conditions to afford N-Boc-protected alpha-amino amides in good yields (72-89%). The electronic property and the steric hindrance of substituent on the N-Boc-imines affected the reaction. (C) 2016 Elsevier Ltd. All rights reserved.

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