4.4 Article

Synthesis of 2-aminocyclopropyl pyrrolidines from glycoaminonitriles

Journal

TETRAHEDRON LETTERS
Volume 50, Issue 19, Pages 2171-2173

Publisher

PERGAMON-ELSEVIER SCIENCE LTD
DOI: 10.1016/j.tetlet.2009.02.135

Keywords

Glycoaminonitriles; Cyclopropylamine; Titanium isopropoxide; Pyrrolidine

Funding

  1. Conseil Regional de Picardie
  2. Ministere Francais de la Recherche

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We have developed an expedient method for the synthesis of 2-aminocyclopropyl pyrrolidines from carbohydrate-derived alpha-aminonitriles involving up to five or six steps, the key step being the titanium-mediated aminocyclopropanation on the aminonitrile moiety, followed by cleavage of the protecting groups. (C) 2009 Elsevier Ltd. All rights reserved.

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