Formal asymmetric enone aminohydroxylation: organocatalytic one-pot synthesis of 4,5-disubstituted oxazolidinones

A formal asymmetric organocatalytic aminohydroxylation reaction of enones has been achieved via an aziridination-double S(N)2 sequence. As a part of the reaction design, the generated amino alcohol products are isolated as the corresponding oxazolidinones in good yields and excellent stereoselectivi...

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Bibliographic Details
Published in:Chemical communications (Cambridge, England) England), 2012-01, Vol.48 (49), p.6112-6114
Main Authors: Cruz, David Cruz, Sánchez-Murcia, Pedro A, Jørgensen, Karl Anker
Format: Article
Language:English
Subjects:
Catalysis
Crystallography, X-Ray
Hydroxylation
Ketones - chemistry
Models, Molecular
Molecular Structure
Oxazolidinones - chemical synthesis
Oxazolidinones - chemistry
Stereoisomerism
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Summary:A formal asymmetric organocatalytic aminohydroxylation reaction of enones has been achieved via an aziridination-double S(N)2 sequence. As a part of the reaction design, the generated amino alcohol products are isolated as the corresponding oxazolidinones in good yields and excellent stereoselectivities.
ISSN:1359-7345
1364-548X
DOI:10.1039/c2cc32385k