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Recent advances and applications of iridium-catalysed asymmetric allylic substitution.
Org Biomol Chem. 2012 Apr 28; 10(16):3147-63.OB

Abstract

Since their discovery in 1997, iridium-catalysed asymmetric allylic substitutions have been developed into a broadly applicable tool for the synthesis of chiral building blocks via C-C and C-heteroatom bond formation. The remarkable generality of these reactions and the high levels of regio- and enantioselectivity that are usually obtained in favour of the branched products have been made possible by a thorough investigation of the catalyst system and its mode of action. Therefore, today the Ir-catalysed asymmetric allylic substitution is a powerful reaction in the organic chemist's repertoire and has been used extensively for several applications. This article aims to provide an overview of the development of iridium catalysts derived from an Ir salt and a chiral phosphoramidite and their application to the enantioselective synthesis of natural products and biologically relevant compounds.

Authors+Show Affiliations

School of Chemistry, University of Leeds, Leeds, LS2 9JT, UK. paolo.tosatti@unibas.chNo affiliation info availableNo affiliation info available

Pub Type(s)

Journal Article
Research Support, Non-U.S. Gov't
Review

Language

eng

PubMed ID

22407450

Citation

Tosatti, Paolo, et al. "Recent Advances and Applications of Iridium-catalysed Asymmetric Allylic Substitution." Organic & Biomolecular Chemistry, vol. 10, no. 16, 2012, pp. 3147-63.
Tosatti P, Nelson A, Marsden SP. Recent advances and applications of iridium-catalysed asymmetric allylic substitution. Org Biomol Chem. 2012;10(16):3147-63.
Tosatti, P., Nelson, A., & Marsden, S. P. (2012). Recent advances and applications of iridium-catalysed asymmetric allylic substitution. Organic & Biomolecular Chemistry, 10(16), 3147-63. https://doi.org/10.1039/c2ob07086c
Tosatti P, Nelson A, Marsden SP. Recent Advances and Applications of Iridium-catalysed Asymmetric Allylic Substitution. Org Biomol Chem. 2012 Apr 28;10(16):3147-63. PubMed PMID: 22407450.
* Article titles in AMA citation format should be in sentence-case
TY - JOUR T1 - Recent advances and applications of iridium-catalysed asymmetric allylic substitution. AU - Tosatti,Paolo, AU - Nelson,Adam, AU - Marsden,Stephen P, Y1 - 2012/03/12/ PY - 2012/3/13/entrez PY - 2012/3/13/pubmed PY - 2012/7/24/medline SP - 3147 EP - 63 JF - Organic & biomolecular chemistry JO - Org Biomol Chem VL - 10 IS - 16 N2 - Since their discovery in 1997, iridium-catalysed asymmetric allylic substitutions have been developed into a broadly applicable tool for the synthesis of chiral building blocks via C-C and C-heteroatom bond formation. The remarkable generality of these reactions and the high levels of regio- and enantioselectivity that are usually obtained in favour of the branched products have been made possible by a thorough investigation of the catalyst system and its mode of action. Therefore, today the Ir-catalysed asymmetric allylic substitution is a powerful reaction in the organic chemist's repertoire and has been used extensively for several applications. This article aims to provide an overview of the development of iridium catalysts derived from an Ir salt and a chiral phosphoramidite and their application to the enantioselective synthesis of natural products and biologically relevant compounds. SN - 1477-0539 UR - https://www.unboundmedicine.com/medline/citation/22407450/Recent_advances_and_applications_of_iridium_catalysed_asymmetric_allylic_substitution_ DB - PRIME DP - Unbound Medicine ER -