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Omega-ethylenic allylic substrates as alternatives to cyclic substrates in copper- and iridium-catalyzed asymmetric allylic alkylation.
Org Lett. 2010 Mar 19; 12(6):1156-9.OL

Abstract

A new strategy to access highly enantioenriched cyclic compounds (up to 98%) is proposed using omega-ethylenic allylic substrates through a one-pot asymmetric allylic alkylation and ring-closing metathesis. Such starting compounds can be seen as synthetic equivalents of cyclic allylic substrates.

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Publisher Full Text (DOI)

Authors+Show Affiliations

Giacomina F
Department of Organic Chemistry, University of Geneva, 30, quai Ernest Ansermet CH-1211, Geneva 4, Switzerland.
Riat D
No affiliation info available
Alexakis A
No affiliation info available

MeSH

AlkylationAllyl CompoundsCatalysisCopperCyclizationEthylenesIridiumMolecular StructureOrganometallic CompoundsStereoisomerism

Pub Type(s)

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

Language

eng

PubMed ID

20166707

Citation

Giacomina, Francesca, et al. "Omega-ethylenic Allylic Substrates as Alternatives to Cyclic Substrates in Copper- and Iridium-catalyzed Asymmetric Allylic Alkylation." Organic Letters, vol. 12, no. 6, 2010, pp. 1156-9.
Giacomina F, Riat D, Alexakis A. Omega-ethylenic allylic substrates as alternatives to cyclic substrates in copper- and iridium-catalyzed asymmetric allylic alkylation. Org Lett. 2010;12(6):1156-9.
Giacomina, F., Riat, D., & Alexakis, A. (2010). Omega-ethylenic allylic substrates as alternatives to cyclic substrates in copper- and iridium-catalyzed asymmetric allylic alkylation. Organic Letters, 12(6), 1156-9. https://doi.org/10.1021/ol100162y
Giacomina F, Riat D, Alexakis A. Omega-ethylenic Allylic Substrates as Alternatives to Cyclic Substrates in Copper- and Iridium-catalyzed Asymmetric Allylic Alkylation. Org Lett. 2010 Mar 19;12(6):1156-9. PubMed PMID: 20166707.
* Article titles in AMA citation format should be in sentence-case
TY - JOUR T1 - Omega-ethylenic allylic substrates as alternatives to cyclic substrates in copper- and iridium-catalyzed asymmetric allylic alkylation. AU - Giacomina,Francesca, AU - Riat,David, AU - Alexakis,Alexandre, PY - 2010/2/20/entrez PY - 2010/2/20/pubmed PY - 2010/6/16/medline SP - 1156 EP - 9 JF - Organic letters JO - Org Lett VL - 12 IS - 6 N2 - A new strategy to access highly enantioenriched cyclic compounds (up to 98%) is proposed using omega-ethylenic allylic substrates through a one-pot asymmetric allylic alkylation and ring-closing metathesis. Such starting compounds can be seen as synthetic equivalents of cyclic allylic substrates. SN - 1523-7052 UR - https://www.unboundmedicine.com/medline/citation/20166707/Omega_ethylenic_allylic_substrates_as_alternatives_to_cyclic_substrates_in_copper__and_iridium_catalyzed_asymmetric_allylic_alkylation_ L2 - https://doi.org/10.1021/ol100162y DB - PRIME DP - Unbound Medicine ER -