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Synthesis 2018; 50(09): 1921-1925
DOI: 10.1055/s-0036-1591538
paper
© Georg Thieme Verlag Stuttgart · New York

A Practical and Efficient Synthesis of (±)-Anatabine

Federico V. Rossi
a   Green Chemistry Group, School of Sciences and Technology, Chemistry Division, University of Camerino, Via S. Agostino n. 1, 62032 Camerino (MC), Italy   Email: alessandro.palmieri@unicam.it
,
Roberto Ballini
a   Green Chemistry Group, School of Sciences and Technology, Chemistry Division, University of Camerino, Via S. Agostino n. 1, 62032 Camerino (MC), Italy   Email: alessandro.palmieri@unicam.it
,
Luciano Barboni
a   Green Chemistry Group, School of Sciences and Technology, Chemistry Division, University of Camerino, Via S. Agostino n. 1, 62032 Camerino (MC), Italy   Email: alessandro.palmieri@unicam.it
,
Pietro Allegrini
b   Indena S.p.A., Viale Ortles n. 12, 20139, Milan, Italy
,
Alessandro Palmieri*
a   Green Chemistry Group, School of Sciences and Technology, Chemistry Division, University of Camerino, Via S. Agostino n. 1, 62032 Camerino (MC), Italy   Email: alessandro.palmieri@unicam.it
› Author AffiliationsThis work was supported by the University of Camerino and Indena S.p.a.
Further Information

Publication History

Received: 07 December 2017

Accepted after revision: 11 December 2017

Publication Date:
12 February 2018 (online)

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Abstract

A new efficient synthesis of racemic anatabine is reported. The title target was obtained in an excellent overall yield of 70%, by a five-step synthesis, using cheap reagents and mild reaction conditions.

Key words

anatabine - heterocycles - total synthesis - tobacco alkaloids - ring closure

Supporting Information

    Supporting information for this article is available online at https://doi.org/10.1055/s-0036-1591538.
  • Supporting Information
 

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