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.
Quintavalla, A., Bandini, M. (2016). Gold-Catalyzed Allylation Reactions. CHEMCATCHEM, 8, 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.File | Dimensione | Formato | |
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Gold-Catalyzed Allylation.pdf
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