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Synthesis 2019; 51(15): 2909-2914
DOI: 10.1055/s-0037-1611484
DOI: 10.1055/s-0037-1611484
paper
Synthesis of Symmetrical and Hybrid Dimeric Steroids by Double Suzuki–Miyaura Cross Coupling of 4-Bromo-3-oxo Steroids and Benzene-1,4-diboronic Acid
Financial support was provided by Consejo Nacional de Ciencia y Tecnología (Scholarship # 294665 granted to M.C.M.T.), the Facultad de Química-UNAM (PAIP-5000-9063), and the Dirección General de Asuntos del Personal Académico, Universidad Nacional Autónoma de México (DGAPA-IN212417).Further Information
Publication History
Received: 20 February 2019
Accepted after revision: 18 March 2019
Publication Date:
10 April 2019 (online)
Abstract
Two symmetrical dimers and one hybrid dimer in which the steroid cores are connected by a 1,4-phenylene moiety were obtained by double Suzuki–Miyaura cross coupling of benzene-1,4-diboronic acid with 4-bromo-4-en-3-oxosteroids derived from cholesterol and diosgenin. Detailed NMR characterization of the obtained dimers is described.
Key words
cholesterol - diosgenin - 4-bromo-4-en-3-oxosteroids - benzene-1,4-diboronic acid - double Suzuki–Miyaura cross coupling - steroid dimers - NMR - X-ray diffractionSupporting Information
- Supporting information for this article is available online at https://doi.org/10.1055/s-0037-1611484.
- Supporting Information
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