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Rhodium-catalyzed domino conjugate addition-cyclization reactions for the synthesis of a variety of N- and O-heterocycles: arylboroxines as effective carbon nucleophiles.
Org Lett. 2010 May 21; 12(10):2258-61.OL

Abstract

Facile and efficient Rh(I)-catalyzed domino conjugate addition-cyclization reactions of olefins bearing two electrophilic sites and a pendant nucleophile with organoboroxines have been developed to afford a variety of N- and O-heterocycles, such as 3,4-dihydroquinolin-2(1H)-ones, 3,4-dihydrocoumarins, and pyrrolidin-2-ones, which constitute important motifs in biologically active natural and synthetic organic compounds.

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Publisher Full Text (DOI)

Authors+Show Affiliations

Park JO
Department of Chemistry, Pukyong National University, Busan 608-737, Korea.
Youn SW
No affiliation info available

MeSH

AlkenesBoronic AcidsCatalysisCoumarinsCyclizationHeterocyclic CompoundsMolecular StructureOrganometallic CompoundsPyrrolidinonesQuinolinesRhodiumStereoisomerism

Pub Type(s)

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

Language

eng

PubMed ID

20429502

Citation

Park, Ja Ock, and So Won Youn. "Rhodium-catalyzed Domino Conjugate Addition-cyclization Reactions for the Synthesis of a Variety of N- and O-heterocycles: Arylboroxines as Effective Carbon Nucleophiles." Organic Letters, vol. 12, no. 10, 2010, pp. 2258-61.
Park JO, Youn SW. Rhodium-catalyzed domino conjugate addition-cyclization reactions for the synthesis of a variety of N- and O-heterocycles: arylboroxines as effective carbon nucleophiles. Org Lett. 2010;12(10):2258-61.
Park, J. O., & Youn, S. W. (2010). Rhodium-catalyzed domino conjugate addition-cyclization reactions for the synthesis of a variety of N- and O-heterocycles: arylboroxines as effective carbon nucleophiles. Organic Letters, 12(10), 2258-61. https://doi.org/10.1021/ol100610v
Park JO, Youn SW. Rhodium-catalyzed Domino Conjugate Addition-cyclization Reactions for the Synthesis of a Variety of N- and O-heterocycles: Arylboroxines as Effective Carbon Nucleophiles. Org Lett. 2010 May 21;12(10):2258-61. PubMed PMID: 20429502.
* Article titles in AMA citation format should be in sentence-case
TY - JOUR T1 - Rhodium-catalyzed domino conjugate addition-cyclization reactions for the synthesis of a variety of N- and O-heterocycles: arylboroxines as effective carbon nucleophiles. AU - Park,Ja Ock, AU - Youn,So Won, PY - 2010/5/1/entrez PY - 2010/5/1/pubmed PY - 2010/8/13/medline SP - 2258 EP - 61 JF - Organic letters JO - Org Lett VL - 12 IS - 10 N2 - Facile and efficient Rh(I)-catalyzed domino conjugate addition-cyclization reactions of olefins bearing two electrophilic sites and a pendant nucleophile with organoboroxines have been developed to afford a variety of N- and O-heterocycles, such as 3,4-dihydroquinolin-2(1H)-ones, 3,4-dihydrocoumarins, and pyrrolidin-2-ones, which constitute important motifs in biologically active natural and synthetic organic compounds. SN - 1523-7052 UR - https://www.unboundmedicine.com/medline/citation/20429502/Rhodium_catalyzed_domino_conjugate_addition_cyclization_reactions_for_the_synthesis_of_a_variety_of_N__and_O_heterocycles:_arylboroxines_as_effective_carbon_nucleophiles_ L2 - https://doi.org/10.1021/ol100610v DB - PRIME DP - Unbound Medicine ER -