Synthesis 2016; 48(22): 3957-3964
DOI: 10.1055/s-0035-1562461
paper
© Georg Thieme Verlag Stuttgart · New York

Synthesis of Tröger’s Base Analogues via a Phase-Transfer-Catalyzed Double Aza-Michael Reaction under Base-Free Conditions

Takuya Kamiyama
ETH Zurich Department of Chemistry and Applied Biosciences, Vladimir-Prelog-Weg 2, 8093 Zurich, Switzerland   eMail: cvengros@inorg.chem.ethz.ch
,
Lukas Sigrist
ETH Zurich Department of Chemistry and Applied Biosciences, Vladimir-Prelog-Weg 2, 8093 Zurich, Switzerland   eMail: cvengros@inorg.chem.ethz.ch
,
Ján Cvengroš*
ETH Zurich Department of Chemistry and Applied Biosciences, Vladimir-Prelog-Weg 2, 8093 Zurich, Switzerland   eMail: cvengros@inorg.chem.ethz.ch
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Publikationsverlauf

Received: 18. April 2016

Accepted after revision: 06. Juni 2016

Publikationsdatum:
19. Juli 2016 (online)


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Abstract

The potential of phase-transfer catalysis in the synthesis of Tröger’s base analogues via a double aza-Michael addition has been evaluated. It has been observed that no external base is required and PTC may significantly enhance the efficiency of the process or control the selectivity.

Supporting Information