Difluoroboron Complexes as Versatile Precursors for Steroid Modification. Lumiestrone‐Based Steroid Derivatives: Synthesis and Structural Studies

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 Ac<sub>2</sub>O-BF<sub>3</sub>⋅OEt<sub>2</sub> 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.

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Journal
Chemistry - An Asian Journal
Published
2024-09-05
DOI
https://doi.org/10.1002/asia.202400595
Primary Topic
Chemical Synthesis and Analysis
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article
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article

Difluoroboron Complexes as Versatile Precursors for Steroid Modification. Lumiestrone‐Based Steroid Derivatives: Synthesis and Structural Studies

M. A. Prezent, Mikhail Evgenievich Minyaev, И. В. Заварзин, Anna А. Sukhanova
41 links
Chemistry - An Asian Journal
Chemical Synthesis and Analysis
article

Difluoroboron Complexes as Versatile Precursors for Steroid Modification. Lumiestrone‐Based Steroid Derivatives: Synthesis and Structural Studies

M. A. Prezent, Mikhail Evgenievich Minyaev, И. В. Заварзин, Anna А. Sukhanova
article en

Abstract

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 Ac<sub>2</sub>O-BF<sub>3</sub>⋅OEt<sub>2</sub> 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.

Chemistry - An Asian JournalVol. 19(23)
National Research University Higher School of Economics (RU), N.D. Zelinsky Institute of Organic Chemistry (RU)
Clean water and sanitation
Openalex Percentile: Top 87%
Chemical Synthesis and Analysis
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Difluoroboron Complexes as Versatile Precursors for Steroid Modification. Lumiestrone‐Based Steroid Derivatives: Synthesis and Structural Studies — M. A. Prezent, Mikhail Evgenievich Minyaev, et al. · Chemistry - An Asian Journal (2024) | TGRS Research Map | TGRS