A1 Refereed original research article in a scientific journal
Synthesis of 2,6,10,14,18,22-hexaazaspiro[11.11]tricosane, the first example of a spiro aza crown derived from 2,2-bis(aminomethyl)propane-1,3-diamine
Authors: Wang Q, Mikkola S, Lonnberg H
Publisher: PERGAMON-ELSEVIER SCIENCE LTD
Publication year: 2001
Journal: Tetrahedron Letters
Journal name in source: TETRAHEDRON LETTERS
Journal acronym: TETRAHEDRON LETT
Volume: 42
Issue: 14
First page : 2735
Last page: 2737
Number of pages: 3
ISSN: 0040-4039
DOI: https://doi.org/10.1016/S0040-4039(01)00238-6
Abstract
2,10,14, 18,22-Hexaazaspiro[11.11]tricosane 1 has been prepared in seven steps from pentaerythritol. The key steps include two successive cyclizations by displacement of two tosyloxy groups from the appropriate pentaerythritol derivatives (4: 6) with 1,5,7-triazabicyclo[4.4.0]dec-5-ene (TBD), each reaction being followed by sodium borohydride reduction. Hydrolysis of the spiro bis(hexahydro-1 H,4H,7H-3a,6a,9a-triazaphenalene) formed 1. (C) 2001 Elsevier Science Ltd. All rights reserved.
2,10,14, 18,22-Hexaazaspiro[11.11]tricosane 1 has been prepared in seven steps from pentaerythritol. The key steps include two successive cyclizations by displacement of two tosyloxy groups from the appropriate pentaerythritol derivatives (4: 6) with 1,5,7-triazabicyclo[4.4.0]dec-5-ene (TBD), each reaction being followed by sodium borohydride reduction. Hydrolysis of the spiro bis(hexahydro-1 H,4H,7H-3a,6a,9a-triazaphenalene) formed 1. (C) 2001 Elsevier Science Ltd. All rights reserved.
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