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Palladium-catalyzed oxidative cross-coupling reaction of arylboronic acids with diazoesters for stereoselective synthesis of (E)-α,β-diarylacrylates.
Org Lett. 2010 Oct 15; 12(20):4506-9.OL

Abstract

A Pd-catalyzed oxidative cross-coupling reaction of arylboronic acids with α-diazoesters was achieved using molecular oxygen as the sole reoxidant, and E-α,β-diarylacrylates were obtained in good yields and >20:1 E-to-Z selectivity.

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Publisher Full Text (DOI)

Authors+Show Affiliations

Tsoi YT
State Key Laboratory for Chirosciences and Open Laboratory of Chirotechnology of the Institute of Molecular Technology for Drug Discovery and Synthesis, Department of Applied Biology and Chemical Technology, Hong Kong Polytechnic University, Hung Hom, Kowloon, Hong Kong.
Zhou Z
No affiliation info available
Chan AS
No affiliation info available
Yu WY
No affiliation info available

MeSH

AcrylatesAzo CompoundsBoron CompoundsBoronic AcidsCatalysisModels, MolecularMolecular StructureOxidation-ReductionPalladiumStereoisomerism

Pub Type(s)

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

Language

eng

PubMed ID

20843085

Citation

Tsoi, Yuk-Tai, et al. "Palladium-catalyzed Oxidative Cross-coupling Reaction of Arylboronic Acids With Diazoesters for Stereoselective Synthesis of (E)-α,β-diarylacrylates." Organic Letters, vol. 12, no. 20, 2010, pp. 4506-9.
Tsoi YT, Zhou Z, Chan AS, et al. Palladium-catalyzed oxidative cross-coupling reaction of arylboronic acids with diazoesters for stereoselective synthesis of (E)-α,β-diarylacrylates. Org Lett. 2010;12(20):4506-9.
Tsoi, Y. T., Zhou, Z., Chan, A. S., & Yu, W. Y. (2010). Palladium-catalyzed oxidative cross-coupling reaction of arylboronic acids with diazoesters for stereoselective synthesis of (E)-α,β-diarylacrylates. Organic Letters, 12(20), 4506-9. https://doi.org/10.1021/ol101796t
Tsoi YT, et al. Palladium-catalyzed Oxidative Cross-coupling Reaction of Arylboronic Acids With Diazoesters for Stereoselective Synthesis of (E)-α,β-diarylacrylates. Org Lett. 2010 Oct 15;12(20):4506-9. PubMed PMID: 20843085.
* Article titles in AMA citation format should be in sentence-case
TY - JOUR T1 - Palladium-catalyzed oxidative cross-coupling reaction of arylboronic acids with diazoesters for stereoselective synthesis of (E)-α,β-diarylacrylates. AU - Tsoi,Yuk-Tai, AU - Zhou,Zhongyuan, AU - Chan,Albert S C, AU - Yu,Wing-Yiu, PY - 2010/9/17/entrez PY - 2010/9/17/pubmed PY - 2011/1/22/medline SP - 4506 EP - 9 JF - Organic letters JO - Org Lett VL - 12 IS - 20 N2 - A Pd-catalyzed oxidative cross-coupling reaction of arylboronic acids with α-diazoesters was achieved using molecular oxygen as the sole reoxidant, and E-α,β-diarylacrylates were obtained in good yields and >20:1 E-to-Z selectivity. SN - 1523-7052 UR - https://www.unboundmedicine.com/medline/citation/20843085/Palladium_catalyzed_oxidative_cross_coupling_reaction_of_arylboronic_acids_with_diazoesters_for_stereoselective_synthesis_of__E__αβ_diarylacrylates_ L2 - https://doi.org/10.1021/ol101796t DB - PRIME DP - Unbound Medicine ER -