Bronsted acid catalyzed enantioselective pericyclic reactions

TitleBronsted acid catalyzed enantioselective pericyclic reactions
Publication TypeJournal Article
Year of Publication2017
AuthorsSleet, CE, Tambar, UK, Maity, P
JournalTetrahedron
Volume73
Issue29
Pagination4023-4038
Date PublishedJUL
Type of ArticleArticle
AbstractPericyclic reactions can be challenging processes to render asymmetric, due to the concerted and non polar nature of the transition states. Several examples have been reported in which a suitable catalyst binds to a heteroatom-containing substituent in the substrate and accelerates the reaction rate. The requirement of coordinating functionalized substrates has limited the generality of such asymmetric transformations. Multifunctional Bronsted acids are promising catalysts that represent a new paradigm in asymmetric pericyclic reactions. These chiral catalysts rely on multiple non-covalent interactions in the transition state for asymmetric induction, which has been utilized to activate more general substrate classes. In this review, we will cover recent advances in Bronsted acid catalyzed pericyclic reactions and discuss the impact of catalyst design on the expansion of substrate scope for highly enantioselective processes. (C) 2017 Elsevier Ltd. All rights reserved.
DOI10.1016/j.tet.2017.02.059
Type of Journal (Indian or Foreign)Foreign
Impact Factor (IF)2.645
Divison category: 
Organic Chemistry

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