Facile Stereoselective Synthesis and Structural Study of Camphor‐ and Fenchone‐Based Spirocyclic 1,3,4‐Oxadiazolines

Facile Stereoselective Synthesis and Structural Study of Camphor‐ and Fenchone‐Based Spirocyclic 1,3,4‐Oxadiazolines Full article

Journal

European Journal of Organic Chemistry
ISSN: 1434-193X , E-ISSN: 1099-0690

Output data

Year: 2023, Article number : e202300811, Pages count : 6 DOI: 10.1002/ejoc.202300811

Authors

Kovaleva Kseniya S. ¹ , Abdrakhmanova Veronika S. ¹ , Yarovaya Olga I. ¹ , Gatilov Yuriy V. ¹ , Rybalova Tatyana V. ¹ , Salakhutdinov Nariman F. ¹

Affiliations

1	Laboratory of Physiologically Active Compounds, Department of Medicinal Chemistry N.N. Vorozhtsov Novosibirsk Institute of Organic Chemistry Lavrentyev Avenue 9, 630090, Novosibirsk (Russia)

For the first time, an effective method for the synthesis of spirocyclic camphor- and fenchone-based 1,3,4-oxadiazolines has been developed. The influence of the molecular structure of the terpene substrate on the reaction stereoselectivity was studied. The structural features of the target products were studied using NMR spectroscopy and X-ray diffraction analysis. The proposed method allows obtaining of spirocyclic products with a wide structural diversity, stereoselectively and in good yields.

Kovaleva K.S. , Abdrakhmanova V.S. , Yarovaya O.I. , Gatilov Y.V. , Rybalova T.V. , Salakhutdinov N.F.
Facile Stereoselective Synthesis and Structural Study of Camphor‐ and Fenchone‐Based Spirocyclic 1,3,4‐Oxadiazolines
European Journal of Organic Chemistry. 2023. e202300811 :1-6. DOI: 10.1002/ejoc.202300811 WOS Scopus РИНЦ OpenAlex

Submitted:	Aug 21, 2023
Published online:	Sep 11, 2023

Web of science:	WOS:001076619900001
Scopus:	2-s2.0-85172860971
Elibrary:	64048410
OpenAlex:	W4386603208

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