The allylation reaction is a well-established and indispensable tool for the development of chemical complexity and diversity in organic synthesis. Over several decades, this unique transfor- mation has undergone several developments to establish a more simple, selective, and sustainable variant. Moving from stoichiometric amounts of metal additives to sub-stoichiomet- ric amounts, and more recently to catalytic loadings is only one of the chemical revolutions faced by the allylation reac- tion. In this context, homogeneous gold catalysis has played a pivotal role, resulting in unexpected reaction pathways, con- cerning unactivated unsaturated hydrocarbons, feasible. Among them, [AuI]- and [AuIII]-assisted allylation reactions de- serve particular mention owing to their impact in the synthesis of key organic building blocks and value-added compounds. An unprecedented survey across the development of allylation methodologies based on this coinage metal is documented in the present Minireview.

Gold-Catalyzed Allylation Reactions / Quintavalla, Arianna; Bandini, Marco. - In: CHEMCATCHEM. - ISSN 1867-3899. - ELETTRONICO. - 8:(2016), pp. 1437-1453. [10.1002/cctc.201600071]

Gold-Catalyzed Allylation Reactions

QUINTAVALLA, ARIANNA;BANDINI, MARCO
2016

Abstract

The allylation reaction is a well-established and indispensable tool for the development of chemical complexity and diversity in organic synthesis. Over several decades, this unique transfor- mation has undergone several developments to establish a more simple, selective, and sustainable variant. Moving from stoichiometric amounts of metal additives to sub-stoichiomet- ric amounts, and more recently to catalytic loadings is only one of the chemical revolutions faced by the allylation reac- tion. In this context, homogeneous gold catalysis has played a pivotal role, resulting in unexpected reaction pathways, con- cerning unactivated unsaturated hydrocarbons, feasible. Among them, [AuI]- and [AuIII]-assisted allylation reactions de- serve particular mention owing to their impact in the synthesis of key organic building blocks and value-added compounds. An unprecedented survey across the development of allylation methodologies based on this coinage metal is documented in the present Minireview.
2016
Gold-Catalyzed Allylation Reactions / Quintavalla, Arianna; Bandini, Marco. - In: CHEMCATCHEM. - ISSN 1867-3899. - ELETTRONICO. - 8:(2016), pp. 1437-1453. [10.1002/cctc.201600071]
Quintavalla, Arianna; Bandini, Marco
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Utilizza questo identificativo per citare o creare un link a questo documento: https://hdl.handle.net/11585/545983
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