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Organocatalytic domino reactions

Organocatalytic domino reactions
Organocatalytic domino reactions
Since the rediscovery of proline in 2000 as catalyst in aldol reaction by List, Barbas and Lerner and, soon after, the development of iminium catalysis by D. W. C. MacMillan, the emergence of organocatalysis as an important tool in organic synthesis is outstanding.

During the last years, several research groups have worked in the development of new and powerful methodologies that allow us to build difficult molecules with high yields and enantioselectivities in a metal-free environment. Moreover, the possibility to join two or more organocatalytic reactions in one process has become one challenging goal for chemists, probably due to the costly protecting groups and time-consuming purification procedures after each synthetic step that are one of the common issues in organic synthesis. To circumvent these problems, tandem, domino, cascade or multicomponent organocatalytic reactions have been utilized for the efficient diastereo- and enantioselective construction of complex molecules from simple precursors in simple processes. For example, different tandem organocatalytic reactions such as cyclopropanation, aziridination, Michael-aldol, Michael-?-alkylation, etc. have been developed since 2006 with excellent yields and stereoselectivities.

Herein, we describe the last trends and examples of organocatalytic domino reactions. This review aims to cover and discuss the current development of this fast growing field.
1385-2728
1432-1474
Alba, Andrea-Nekane
e96df5c1-b984-45c5-9620-1d7f0cec8faf
Companyo, Xavier
446791db-6e0a-40f9-9f20-3a8e8af9803c
Viciano, Monica
57a5b8e6-9de2-4140-b5b6-e3d08d274129
Rios, Ramon
609bedf2-e886-4d62-a676-a32b6f8c1441
Alba, Andrea-Nekane
e96df5c1-b984-45c5-9620-1d7f0cec8faf
Companyo, Xavier
446791db-6e0a-40f9-9f20-3a8e8af9803c
Viciano, Monica
57a5b8e6-9de2-4140-b5b6-e3d08d274129
Rios, Ramon
609bedf2-e886-4d62-a676-a32b6f8c1441

Alba, Andrea-Nekane, Companyo, Xavier, Viciano, Monica and Rios, Ramon (2009) Organocatalytic domino reactions. Current Organic Chemistry, 13 (14), 1432-1474. (doi:10.2174/138527209789055054).

Record type: Article

Abstract

Since the rediscovery of proline in 2000 as catalyst in aldol reaction by List, Barbas and Lerner and, soon after, the development of iminium catalysis by D. W. C. MacMillan, the emergence of organocatalysis as an important tool in organic synthesis is outstanding.

During the last years, several research groups have worked in the development of new and powerful methodologies that allow us to build difficult molecules with high yields and enantioselectivities in a metal-free environment. Moreover, the possibility to join two or more organocatalytic reactions in one process has become one challenging goal for chemists, probably due to the costly protecting groups and time-consuming purification procedures after each synthetic step that are one of the common issues in organic synthesis. To circumvent these problems, tandem, domino, cascade or multicomponent organocatalytic reactions have been utilized for the efficient diastereo- and enantioselective construction of complex molecules from simple precursors in simple processes. For example, different tandem organocatalytic reactions such as cyclopropanation, aziridination, Michael-aldol, Michael-?-alkylation, etc. have been developed since 2006 with excellent yields and stereoselectivities.

Herein, we describe the last trends and examples of organocatalytic domino reactions. This review aims to cover and discuss the current development of this fast growing field.

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More information

Published date: 1 September 2009
Organisations: Organic Chemistry: Synthesis, Catalysis and Flow

Identifiers

Local EPrints ID: 344096
URI: http://eprints.soton.ac.uk/id/eprint/344096
ISSN: 1385-2728
PURE UUID: 54127718-5f9a-46e4-81a7-2012949f18a3
ORCID for Ramon Rios: ORCID iD orcid.org/0000-0002-3843-8521

Catalogue record

Date deposited: 07 Jul 2016 14:19
Last modified: 14 Mar 2024 12:09

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Contributors

Author: Andrea-Nekane Alba
Author: Xavier Companyo
Author: Monica Viciano
Author: Ramon Rios ORCID iD

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