A versatile and straightforward approach to the 21-oxidation of β-substituted and α,β-unsaturated 20-oxosteroids

Autor:	Maria José S. M. Moreno, Saul P. da Costa, André S. Campos Neves, R. M. L. M. Martins, Maria Luisa Sá e Melo
Rok vydání:	1998
Předmět:	chemistry.chemical_compound Hydrolysis chemistry Silylation Organic Chemistry Drug Discovery Chemoselectivity Cleavage (embryo) Biochemistry Chemical synthesis Enol Combinatorial chemistry
Zdroj:	Tetrahedron. 54:13877-13886
ISSN:	0040-4020
DOI:	10.1016/s0040-4020(98)00854-0
Popis:	21-Hydroxylation and acetoxylation of 20-oxosteroids, either α,β-unsaturated or β-substituted, were successfully achieved through oxidation of the corresponding silyl enol ethers with m -CPBA followed by smooth hydrolytic cleavage of the 21-alkylsilyloxy derivatives. These conditions, which have not been previously used to synthesize such compounds, allow a high degree of regio and chemoselectivity and are specially useful for the chemical synthesis of 16α,21-dihydroxy-20-oxosteroids.
Databáze:	OpenAIRE
Externí odkaz:	https://explore.openaire.eu/search/publication?articleId=doi_________::88835ed782d25b598c135bc984613eba https://doi.org/10.1016/s0040-4020(98)00854-0 Zobrazit plný text záznamu Full Text from ScienceDirect