Efficient Preparation of Apically Substituted Diamondoid Derivatives

Autor:	Robert M. K. Carlson, Paul Kahl, Andrey A. Fokin, Jeremy E. P. Dahl, Boryslav A. Tkachenko, Peter R. Schreiner, Anatoliy A. Novikovsky, Jonathan Becker
Rok vydání:	2014
Předmět:	chemistry.chemical_classification Organic Chemistry Sequence (biology) Diamondoid Chloride Catalysis Ritter reaction Amino acid chemistry.chemical_compound chemistry Trifluoroacetic acid medicine Organic chemistry Diamantane medicine.drug
Zdroj:	Synthesis. 46:787-798
ISSN:	1437-210X 0039-7881
Popis:	We present an effective three-step chromatography-free sequence for the preparation of apical monohydroxy derivatives of diamantane, triamantane, and [121]tetramantane from the corresponding bis-apical diols utilizing tert-butyldimethylsilyl chloride as the monosilylating agent. The procedure was successfully applied to the monoprotection of several other aliphatic and aromatic diols. Additionally, 9-aminodiamantan-4-carboxylic acid, which has significant potential in medicinal and material sciences, was prepared through Ritter reaction of 4,9-dihydroxydiamantane in trifluoroacetic acid.
Databáze:	OpenAIRE
Externí odkaz:	https://explore.openaire.eu/search/publication?articleId=doi_________::657fbfc4609197fbe69d2e4c5d7262ef https://doi.org/10.1055/s-0033-1338583 Zobrazit plný text záznamu