X-ray structure study of an unusual 13,14,15,16-tetranorlabdane derivative obtained in the synthesis of (7&alpha;)-7,8-dihydroxy-14,15-dinorlabdane-11,13- dione

Kravtsov Victor; Gorincioi Elena; Barba Alic; Aricu Aculina; Lipkowski Janusz; Vlad Pavel

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SM ISO690:2012

KRAVTSOV, Victor, GORINCIOI, Elena, BARBA, Alic, ARICU, Aculina, LIPKOWSKI, Janusz, VLAD, Pavel. X-ray structure study of an unusual 13,14,15,16-tetranorlabdane derivative obtained in the synthesis of (7α)-7,8-dihydroxy-14,15-dinorlabdane-11,13- dione. In: Helvetica Chimica Acta, 2012, vol. 95, nr. 5, pp. 825-830. ISSN 0018-019X. DOI: https://doi.org/10.1002/hlca.201100412

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Helvetica Chimica Acta

Volumul 95, Numărul 5 / 2012 / ISSN 0018-019X /ISSNe 1522-2675

X-ray structure study of an unusual 13,14,15,16-tetranorlabdane derivative obtained in the synthesis of (7α)-7,8-dihydroxy-14,15-dinorlabdane-11,13- dione

DOI:https://doi.org/10.1002/hlca.201100412

Pag. 825-830

Kravtsov Victor¹, Gorincioi Elena², Barba Alic², Aricu Aculina², Lipkowski Janusz³, Vlad Pavel²

¹ Institute of Applied Physics, Academy of Sciences of Moldova,
² Institute of Chemistry of the Academy of Sciences of Moldova,
³ Institute of Physical Chemistry of the Polish Academy of Sciences, Polonia

Disponibil în IBN: 13 mai 2023

Rezumat

The unconventional (5S,7R,8S,9R,10S)-configurated (-)-7-(acetyloxy)-12,12- dichloro-8-hydroxy-13,14,15,16-tetranorlabdan-11-one (2) was synthesized via the HCl-promoted hydrolysis of (7α)-7,8-(isopropylidenedioxy)-14,15- dinorlabdan-11,13-dione (5). Possible mechanistic pathways of the reaction are considered. Crystal and molecular structures of the isolated compound 2 were determined by single-crystal X-ray structure analysis.

Cuvinte-cheie
Acetyl migration, Norlabdanes, halogenated, X-ray Crystallography