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Highly convergent total synthesis of (+)-anaferine and (−)-dihydrocuscohygrine

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Abstract

A unified and highly convergent total synthesis of anaferine and dihydrocuscohygrine alkaloids has been devised, taking advantage of the dual role of N-sulfinyl amines as nucleophilic nitrogen sources and chiral auxiliaries. A bidirectional cross metathesis reaction followed by a double intramolecular aza-Michael reaction led us to create the whole skeleton of the natural products in a very simple manner.

Graphical abstract: Highly convergent total synthesis of (+)-anaferine and (−)-dihydrocuscohygrine

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Publication details

The article was received on 26 Jun 2019, accepted on 21 Jul 2019 and first published on 22 Jul 2019


Article type: Research Article
DOI: 10.1039/C9QO00811J
Org. Chem. Front., 2019, Advance Article

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    Highly convergent total synthesis of (+)-anaferine and (−)-dihydrocuscohygrine

    J. Torres, M. Escolano, F. Rabasa-Alcañiz, A. Sanz-Vidal, M. Sánchez-Roselló and C. del Pozo, Org. Chem. Front., 2019, Advance Article , DOI: 10.1039/C9QO00811J

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