作为甾体修饰多功能前体的二氟硼络合物。基于 Lumiestrone 的类固醇衍生物：合成与结构研究。

IF 3.5 3区化学 Q2 CHEMISTRY, MULTIDISCIPLINARY

Chemistry - An Asian Journal Pub Date : 2024-09-05 DOI:10.1002/asia.202400595

Mikhail E Minyaev, Anna A Sukhanova, Mikhail A Prezent, Igor V Zavarzin

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引用次数: 0

摘要

以鲁米司酮（lumiestrone）为例，我们开发了一种基于类固醇的二氟硼络合物的制备方法。制备出了以前无法获得的在 D 环的第 16 和 17 位环化的鲁米斯特龙基二氟硼络合物。这种二氟硼络合物在类固醇 D 环的异官能化方面具有很大的合成潜力。Ac2O-BF3-OEt2 硼酰化混合物的应用大大简化了含有两个雌酮分子的类固醇 "二聚体 "的制备过程，这两个分子通过连接体连接在 2 和 2'位。通过 X 射线衍射测定了主要代表化合物的晶体结构。

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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 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.

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来源期刊

Chemistry - An Asian Journal 化学-化学综合

CiteScore

7.00

自引率

2.40%

发文量

535

审稿时长

1.3 months

期刊介绍： Chemistry—An Asian Journal is an international high-impact journal for chemistry in its broadest sense. The journal covers all aspects of chemistry from biochemistry through organic and inorganic chemistry to physical chemistry, including interdisciplinary topics. Chemistry—An Asian Journal publishes Full Papers, Communications, and Focus Reviews. A professional editorial team headed by Dr. Theresa Kueckmann and an Editorial Board (headed by Professor Susumu Kitagawa) ensure the highest quality of the peer-review process, the contents and the production of the journal. Chemistry—An Asian Journal is published on behalf of the Asian Chemical Editorial Society (ACES), an association of numerous Asian chemical societies, and supported by the Gesellschaft Deutscher Chemiker (GDCh, German Chemical Society), ChemPubSoc Europe, and the Federation of Asian Chemical Societies (FACS).