Enantioselective methodologies using N-carbamoyl-imines
Enantioselective methodologies using N-carbamoyl-imines
Nucleophilic addition to carbon–nitrogen double bonds (imines) represents one of the most common strategies for the synthesis of amine derivatives. In order to circumvent the problem associated with low reactivity of imines in nucleophilic addition, various imines with electron-withdrawing groups at nitrogen have been studied, and many of them were successfully applied in asymmetric methodologies. Especially N-carbamoyl imines were found to be useful in the enantioselective synthesis of various organic compounds, due to their increased reactivity toward nucleophiles as well as limited difficulties connected with the removal of the carbamoyl moiety in target molecules. The aim of this review is to cover enantioselective methods based on N-carbamoyl imines, focusing on synthetically useful protocols.
611-630
Vesely, Jan
1853ff19-a906-4321-bd69-f7e434176fc3
Rios, Ramon
609bedf2-e886-4d62-a676-a32b6f8c1441
2014
Vesely, Jan
1853ff19-a906-4321-bd69-f7e434176fc3
Rios, Ramon
609bedf2-e886-4d62-a676-a32b6f8c1441
Vesely, Jan and Rios, Ramon
(2014)
Enantioselective methodologies using N-carbamoyl-imines.
Chemical Society Reviews, 43 (2), .
(doi:10.1039/C3CS60321K).
Abstract
Nucleophilic addition to carbon–nitrogen double bonds (imines) represents one of the most common strategies for the synthesis of amine derivatives. In order to circumvent the problem associated with low reactivity of imines in nucleophilic addition, various imines with electron-withdrawing groups at nitrogen have been studied, and many of them were successfully applied in asymmetric methodologies. Especially N-carbamoyl imines were found to be useful in the enantioselective synthesis of various organic compounds, due to their increased reactivity toward nucleophiles as well as limited difficulties connected with the removal of the carbamoyl moiety in target molecules. The aim of this review is to cover enantioselective methods based on N-carbamoyl imines, focusing on synthetically useful protocols.
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e-pub ahead of print date: 4 November 2013
Published date: 2014
Organisations:
Organic Chemistry: Synthesis, Catalysis and Flow
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Local EPrints ID: 360388
URI: http://eprints.soton.ac.uk/id/eprint/360388
ISSN: 0306-0012
PURE UUID: a9db568b-9942-461f-80d7-b7223808062c
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Date deposited: 05 Dec 2013 15:16
Last modified: 14 Mar 2024 15:37
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Jan Vesely
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