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Enantioselective synthesis of 2,3-disubstituted indanones via Pd-catalyzed intramolecular asymmetric allylic alkylation of ketones.
Org Lett. 2013 Dec 06; 15(23):6086-9.OL

Abstract

A Pd-catalyzed intramolecular asymmetric allylic alkylation (AAA) reaction with "hard" carbanions has been developed for the first time, affording 2,3-disubstituted indanones with high diastereo- and enantioselectivities. The transformation of these products into other core structures of natural products has been demonstrated.

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Publisher Full Text (DOI)

Authors+Show Affiliations

Li XH
State Key Laboratory of Organometallic Chemistry and Shanghai-Hong Kong Joint Laboratory in Chemical Synthesis, Shanghai Institute of Organic Chemistry , Chinese Academy of Sciences, 345 Lingling Road, Shanghai 200032, China.
Zheng BH
No affiliation info available
Ding CH
No affiliation info available
Hou XL
No affiliation info available

MeSH

AlkylationAllyl CompoundsCatalysisIndansKetonesMolecular StructurePalladiumStereoisomerism

Pub Type(s)

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

Language

eng

PubMed ID

24206052

Citation

Li, Xiao-Hui, et al. "Enantioselective Synthesis of 2,3-disubstituted Indanones Via Pd-catalyzed Intramolecular Asymmetric Allylic Alkylation of Ketones." Organic Letters, vol. 15, no. 23, 2013, pp. 6086-9.
Li XH, Zheng BH, Ding CH, et al. Enantioselective synthesis of 2,3-disubstituted indanones via Pd-catalyzed intramolecular asymmetric allylic alkylation of ketones. Org Lett. 2013;15(23):6086-9.
Li, X. H., Zheng, B. H., Ding, C. H., & Hou, X. L. (2013). Enantioselective synthesis of 2,3-disubstituted indanones via Pd-catalyzed intramolecular asymmetric allylic alkylation of ketones. Organic Letters, 15(23), 6086-9. https://doi.org/10.1021/ol402980v
Li XH, et al. Enantioselective Synthesis of 2,3-disubstituted Indanones Via Pd-catalyzed Intramolecular Asymmetric Allylic Alkylation of Ketones. Org Lett. 2013 Dec 6;15(23):6086-9. PubMed PMID: 24206052.
* Article titles in AMA citation format should be in sentence-case
TY - JOUR T1 - Enantioselective synthesis of 2,3-disubstituted indanones via Pd-catalyzed intramolecular asymmetric allylic alkylation of ketones. AU - Li,Xiao-Hui, AU - Zheng,Bao-Hui, AU - Ding,Chang-Hua, AU - Hou,Xue-Long, Y1 - 2013/11/08/ PY - 2013/11/12/entrez PY - 2013/11/12/pubmed PY - 2014/5/3/medline SP - 6086 EP - 9 JF - Organic letters JO - Org Lett VL - 15 IS - 23 N2 - A Pd-catalyzed intramolecular asymmetric allylic alkylation (AAA) reaction with "hard" carbanions has been developed for the first time, affording 2,3-disubstituted indanones with high diastereo- and enantioselectivities. The transformation of these products into other core structures of natural products has been demonstrated. SN - 1523-7052 UR - https://www.unboundmedicine.com/medline/citation/24206052/Enantioselective_synthesis_of_23_disubstituted_indanones_via_Pd_catalyzed_intramolecular_asymmetric_allylic_alkylation_of_ketones_ DB - PRIME DP - Unbound Medicine ER -