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Orthoplatinated triarylphosphite as a highly efficient catalyst for addition reactions of arylboronic acids with aldehydes: low catalyst loading catalysis and a new tandem reaction sequence.
Org Lett. 2008 Jun 19; 10(12):2509-12.OL

Abstract

Readily available, air/moisture-stable orthoplatinated triarylphosphite catalyzes the addition reactions of arylboronic acids with aldehydes with the catalyst loading as low as 0.01%. It also cataylzes a new tandem reaction of arylboronic acids with alpha,beta-unsaturated aldehydes to form 1,3-diaryl-1-propanols. Our study provides a new paradigm for the application of orthoplatinated triarylphosphites, and may pave the road to develop other Pt(II) catalysts for such addition reactions and other tandem reactions with such addition reactions as part of the reaction sequence.

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Publisher Full Text (DOI)

Authors+Show Affiliations

Liao YX
Department of Chemistry, College of Staten Island and the Graduate Center of the City University of New York, Staten Island, NY 10314, USA.
Xing CH
No affiliation info available
He P
No affiliation info available
Hu QS
No affiliation info available

MeSH

AldehydesBoronic AcidsCatalysisCombinatorial Chemistry TechniquesMolecular StructureOrganophosphorus CompoundsOrganoplatinum CompoundsPropanolsStereoisomerism

Pub Type(s)

Journal Article
Research Support, N.I.H., Extramural
Research Support, Non-U.S. Gov't
Research Support, U.S. Gov't, Non-P.H.S.

Language

eng

PubMed ID

18465865

Citation

Liao, Yuan-Xi, et al. "Orthoplatinated Triarylphosphite as a Highly Efficient Catalyst for Addition Reactions of Arylboronic Acids With Aldehydes: Low Catalyst Loading Catalysis and a New Tandem Reaction Sequence." Organic Letters, vol. 10, no. 12, 2008, pp. 2509-12.
Liao YX, Xing CH, He P, et al. Orthoplatinated triarylphosphite as a highly efficient catalyst for addition reactions of arylboronic acids with aldehydes: low catalyst loading catalysis and a new tandem reaction sequence. Org Lett. 2008;10(12):2509-12.
Liao, Y. X., Xing, C. H., He, P., & Hu, Q. S. (2008). Orthoplatinated triarylphosphite as a highly efficient catalyst for addition reactions of arylboronic acids with aldehydes: low catalyst loading catalysis and a new tandem reaction sequence. Organic Letters, 10(12), 2509-12. https://doi.org/10.1021/ol800774c
Liao YX, et al. Orthoplatinated Triarylphosphite as a Highly Efficient Catalyst for Addition Reactions of Arylboronic Acids With Aldehydes: Low Catalyst Loading Catalysis and a New Tandem Reaction Sequence. Org Lett. 2008 Jun 19;10(12):2509-12. PubMed PMID: 18465865.
* Article titles in AMA citation format should be in sentence-case
TY - JOUR T1 - Orthoplatinated triarylphosphite as a highly efficient catalyst for addition reactions of arylboronic acids with aldehydes: low catalyst loading catalysis and a new tandem reaction sequence. AU - Liao,Yuan-Xi, AU - Xing,Chun-Hui, AU - He,Ping, AU - Hu,Qiao-Sheng, Y1 - 2008/05/09/ PY - 2008/5/10/pubmed PY - 2008/8/8/medline PY - 2008/5/10/entrez SP - 2509 EP - 12 JF - Organic letters JO - Org Lett VL - 10 IS - 12 N2 - Readily available, air/moisture-stable orthoplatinated triarylphosphite catalyzes the addition reactions of arylboronic acids with aldehydes with the catalyst loading as low as 0.01%. It also cataylzes a new tandem reaction of arylboronic acids with alpha,beta-unsaturated aldehydes to form 1,3-diaryl-1-propanols. Our study provides a new paradigm for the application of orthoplatinated triarylphosphites, and may pave the road to develop other Pt(II) catalysts for such addition reactions and other tandem reactions with such addition reactions as part of the reaction sequence. SN - 1523-7060 UR - https://www.unboundmedicine.com/medline/citation/18465865/Orthoplatinated_triarylphosphite_as_a_highly_efficient_catalyst_for_addition_reactions_of_arylboronic_acids_with_aldehydes:_low_catalyst_loading_catalysis_and_a_new_tandem_reaction_sequence_ DB - PRIME DP - Unbound Medicine ER -