One pot synthesis of bridgehead amino alcohols from diamantoid hydrocarbons

One pot synthesis of bridgehead amino alcohols from diamantoid hydrocarbons

An efficient approach for the synthesis of amino alcohols directly from cage hydrocarbons has been developed. Multigram scalability, good yields and one-pot procedure, that utilize readily available reagents along with synthetic convenience showed its usefulness. The proposed one-pot method includes...

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Bibliographic Details
Published in:Synthetic communications Vol. 53; no. 6; pp. 476 - 491
Main Authors: Ivleva, Elena A., Zaborskaya, Maria S., Shiryaev, Vadim A., Klimochkin, Yuri N.
Format: Journal Article
Language:English
Published: Philadelphia Taylor & Francis 19-03-2023
Taylor & Francis Ltd
Subjects:
Alcohols
Amination
amino alcohols
cage hydrocarbons
Cages
Chemical synthesis
Hydrocarbons
Nitric acid
one-pot method
Oxidation
Reagents
Sulfuric acid
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Description
Summary:An efficient approach for the synthesis of amino alcohols directly from cage hydrocarbons has been developed. Multigram scalability, good yields and one-pot procedure, that utilize readily available reagents along with synthetic convenience showed its usefulness. The proposed one-pot method includes sequential reactions of cage hydrocarbon with nitric acid, further amination of intermediate nitroxy derivative with urea, followed by oxidation of previously generated amine to amino alcohol on addition of conc. H 2 SO 4 .
ISSN:0039-7911
1532-2432
DOI:10.1080/00397911.2023.2177173