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Issue 18, 2005
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Enantioselective synthesis of (+)(R)- and (−)(S)-nicotine based on Ir-catalysed allylic amination

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Abstract

The synthesis of nicotine with enantiomeric excess of >99% ee was accomplished by asymmetric Ir-catalysed allylic amination followed by ring closing metathesis and racemisation-free double bond reduction.

Graphical abstract: Enantioselective synthesis of (+)(R)- and (−)(S)-nicotine based on Ir-catalysed allylic amination

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Publication details

The article was received on 20 Jun 2005, accepted on 01 Aug 2005 and first published on 11 Aug 2005


Article type: Communication
DOI: 10.1039/B508634E
Org. Biomol. Chem., 2005,3, 3266-3268

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    Enantioselective synthesis of (+)(R)- and (−)(S)-nicotine based on Ir-catalysed allylic amination

    C. Welter, R. M. Moreno, S. Streiff and G. Helmchen, Org. Biomol. Chem., 2005, 3, 3266
    DOI: 10.1039/B508634E

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