4.4 Article

Fluorous mixture synthesis of fluorous-Fmoc reagents using a one-pot double tagging strategy

Journal

TETRAHEDRON LETTERS
Volume 54, Issue 16, Pages 2060-2062

Publisher

PERGAMON-ELSEVIER SCIENCE LTD
DOI: 10.1016/j.tetlet.2013.02.008

Keywords

Fluorous-Fmoc reagent; Fluorous mixture synthesis; Fluorous solid phase extraction; Fluorous HPLC

Funding

  1. Ministry of Education, Science, Sports and Culture [23580154]
  2. Meiji Seika Pharma Co., Ltd
  3. Grants-in-Aid for Scientific Research [23790031, 23580154] Funding Source: KAKEN

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The concise synthesis of fluorous Fmoc (f-Fmoc) reagents bearing C3F7 or C4F9 or C6F13 chains were achieved by fluorous mixture synthesis. The fluorous tagging process was effectively conducted using Heck type reaction of the bis-diazonium salt and the corresponding fluorous olefine, each bearing a different fluorous tag, by a one-pot double tagging strategy. At the final stage, each f-Fmoc reagent was separated from the mixture of three f-Fmoc reagents by fluorous solid phase extraction. (c) 2013 Elsevier Ltd. All rights reserved.

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