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Article

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Accepted version

Publication date

2016-11-18

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Please use this identifier to cite or link to this item: https://hdl.handle.net/2445/108046

Stereocontrolled access to enantiopure to enantiopure 7-substituted cis- and trans-octahydroindoles

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https://doi.org/10.1021/acs.orglett.6b02861

Abstract

Cyclocondensation of (R)-phenylglycinol with stereoisomeric mixtures (racemates, cis/trans) of 3-substituted 2- oxocyclohexaneacetates stereoselectively afforded tricyclic oxazoloindolone lactams, from which straightforward procedures for the stereocontrolled formation of enantiopure 7-substituted octahydroindoles with a variety of stereochemical patterns have been developed. The methodology has been successfully applied to the synthesis of (+)-α-lycorane.

Subject

Lactames, Síntesi asimètrica

Subject (English)

Lactams, Asymmetric synthesis

Citation

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Articles publicats en revistes (Farmacologia, Toxicologia i Química Terapèutica)

Citation

GHIRARDI, Elena, et al. Stereocontrolled access to enantiopure to enantiopure 7-substituted cis- and trans-octahydroindoles. Organic Letters. 2016. Vol. 18, num. 22, pags. 5836-5839. ISSN 1523-7060. [consulted: 12 of June of 2026]. Available at: https://hdl.handle.net/2445/108046

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