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Iridium-catalyzed regio- and enantioselective allylic substitution of silyl dienolates derived from dioxinones.
Angew Chem Int Ed Engl. 2014 Nov 03; 53(45):12172-6.AC

Abstract

Reported herein is the iridium-catalyzed regio- and enantioselective allylic substitution reactions of unstabilized silyl dienolates derived from dioxinones. Asymmetric allylic substitution of a variety of allylic trichloroethyl carbonates with these silyl dienolates gave γ-allylated products selectively in 60-84% yield and 90-98% ee.

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Authors+Show Affiliations

Chen M
Department of Chemistry, University of California, Berkeley, CA 94720 (USA).
Hartwig JF
No affiliation info available

MeSH

CatalysisDioxinsIridiumStereoisomerism

Pub Type(s)

Journal Article
Research Support, N.I.H., Extramural

Language

eng

PubMed ID

25223593

Citation

Chen, Ming, and John F. Hartwig. "Iridium-catalyzed Regio- and Enantioselective Allylic Substitution of Silyl Dienolates Derived From Dioxinones." Angewandte Chemie (International Ed. in English), vol. 53, no. 45, 2014, pp. 12172-6.
Chen M, Hartwig JF. Iridium-catalyzed regio- and enantioselective allylic substitution of silyl dienolates derived from dioxinones. Angew Chem Int Ed Engl. 2014;53(45):12172-6.
Chen, M., & Hartwig, J. F. (2014). Iridium-catalyzed regio- and enantioselective allylic substitution of silyl dienolates derived from dioxinones. Angewandte Chemie (International Ed. in English), 53(45), 12172-6. https://doi.org/10.1002/anie.201406778
Chen M, Hartwig JF. Iridium-catalyzed Regio- and Enantioselective Allylic Substitution of Silyl Dienolates Derived From Dioxinones. Angew Chem Int Ed Engl. 2014 Nov 3;53(45):12172-6. PubMed PMID: 25223593.
* Article titles in AMA citation format should be in sentence-case
TY - JOUR T1 - Iridium-catalyzed regio- and enantioselective allylic substitution of silyl dienolates derived from dioxinones. AU - Chen,Ming, AU - Hartwig,John F, Y1 - 2014/09/15/ PY - 2014/07/01/received PY - 2014/9/17/entrez PY - 2014/9/17/pubmed PY - 2015/6/24/medline KW - alkylation KW - allylic compounds KW - asymmetric catalysis KW - enantioselectivity KW - iridium SP - 12172 EP - 6 JF - Angewandte Chemie (International ed. in English) JO - Angew Chem Int Ed Engl VL - 53 IS - 45 N2 - Reported herein is the iridium-catalyzed regio- and enantioselective allylic substitution reactions of unstabilized silyl dienolates derived from dioxinones. Asymmetric allylic substitution of a variety of allylic trichloroethyl carbonates with these silyl dienolates gave γ-allylated products selectively in 60-84% yield and 90-98% ee. SN - 1521-3773 UR - https://www.unboundmedicine.com/medline/citation/25223593/Iridium_catalyzed_regio__and_enantioselective_allylic_substitution_of_silyl_dienolates_derived_from_dioxinones_ DB - PRIME DP - Unbound Medicine ER -