Difluoroboron complexes as versatile precursors for steroid modification. Lumiestrone‐based steroid derivatives: synthesis and structural studies.

Difluoroboron complexes as versatile precursors for steroid modification. Lumiestrone‐based steroid derivatives: synthesis and structural studies. Full article

Journal

Chemistry-An Asian Journal
ISSN: 1861-471X , E-ISSN: 1861-4728

Output data

Year: 2024, Volume: 19, Number: 23, Article number : e202400595, Pages count : DOI: 10.1002/asia.202400595

Authors

Sukhanova Anna A. ¹ , Prezent Mikhail A. ¹ , Minyaev Mikhail E. ^1,2 , Zavarzin Igor V. ¹

Affiliations

1	Zelinsky Institute of Organic Chemistry RAS, Moscow, Russian Federation
2	National Research University Higher School of Economics (HSE University), 20 Myasnitskaya Str., 101000 Moscow, Russian Federation

A preparation method for steroid-based difluoroboron complexes has been developed using lumiestrone as a steroid example. Previously inaccessible lumiestrone-based difluoroboron complexes annulated at positions 16 and 17 of the D ring have been prepared. Such difluoroboron complexes may have large synthetic potential for heterofunctionalization of steroids at the D ring. An application of a borylation mixture Ac2O-BF3⋅OEt2 significantly simplify the preparation of steroid “dimers” bearing two estrone moieties connected at positions 2 and 2′ via a linker. Crystal structures of key representatives have been determined by X-ray diffraction.

Sukhanova A.A. , Prezent M.A. , Minyaev M.E. , Zavarzin I.V.
Difluoroboron complexes as versatile precursors for steroid modification. Lumiestrone‐based steroid derivatives: synthesis and structural studies.
Chemistry-An Asian Journal. 2024. V.19. N23. e202400595 . DOI: 10.1002/asia.202400595 WOS Scopus OpenAlex

≡ Web of science:	WOS:001344778000001
≡ Scopus:	2-s2.0-85207622783
≡ OpenAlex:	W4402283515