Domino Palladium-Catalyzed Double Norbornene Insertion/Annulation Reaction: Expeditious Synthesis of Overcrowded Tetrasubstituted Olefins.Org Lett. 2019 Jun 07; 21(11):4350-4354.OL
Abstract
A Pd-catalyzed domino process involving a double norbornene insertion/annulation reaction was developed for the expeditious synthesis of overcrowded olefins. In this one-pot reaction, four new C-C bond formations were achieved by three consecutive Heck carbopalladations and C-H activation across the C≡C triple bond of 2-alkynyl bromobenzenes with two norbornene rings via a reactive vinylic-Pd(II) species. This protocol provides a step-economical synthetic system to access the structurally identical molecular machine motifs of overcrowded olefins with high yields.
Links
Pub Type(s)
Journal Article
Language
eng
PubMed ID
31136187
Citation
Naveen, Kanagaraj, et al. "Domino Palladium-Catalyzed Double Norbornene Insertion/Annulation Reaction: Expeditious Synthesis of Overcrowded Tetrasubstituted Olefins." Organic Letters, vol. 21, no. 11, 2019, pp. 4350-4354.
Naveen K, Perumal PT, Cho DH. Domino Palladium-Catalyzed Double Norbornene Insertion/Annulation Reaction: Expeditious Synthesis of Overcrowded Tetrasubstituted Olefins. Org Lett. 2019;21(11):4350-4354.
Naveen, K., Perumal, P. T., & Cho, D. H. (2019). Domino Palladium-Catalyzed Double Norbornene Insertion/Annulation Reaction: Expeditious Synthesis of Overcrowded Tetrasubstituted Olefins. Organic Letters, 21(11), 4350-4354. https://doi.org/10.1021/acs.orglett.9b01543
Naveen K, Perumal PT, Cho DH. Domino Palladium-Catalyzed Double Norbornene Insertion/Annulation Reaction: Expeditious Synthesis of Overcrowded Tetrasubstituted Olefins. Org Lett. 2019 Jun 7;21(11):4350-4354. PubMed PMID: 31136187.
* Article titles in AMA citation format should be in sentence-case
TY - JOUR
T1 - Domino Palladium-Catalyzed Double Norbornene Insertion/Annulation Reaction: Expeditious Synthesis of Overcrowded Tetrasubstituted Olefins.
AU - Naveen,Kanagaraj,
AU - Perumal,Paramasivan Thirumalai,
AU - Cho,Deug-Hee,
Y1 - 2019/05/28/
PY - 2019/5/29/pubmed
PY - 2019/5/29/medline
PY - 2019/5/29/entrez
SP - 4350
EP - 4354
JF - Organic letters
JO - Org Lett
VL - 21
IS - 11
N2 - A Pd-catalyzed domino process involving a double norbornene insertion/annulation reaction was developed for the expeditious synthesis of overcrowded olefins. In this one-pot reaction, four new C-C bond formations were achieved by three consecutive Heck carbopalladations and C-H activation across the C≡C triple bond of 2-alkynyl bromobenzenes with two norbornene rings via a reactive vinylic-Pd(II) species. This protocol provides a step-economical synthetic system to access the structurally identical molecular machine motifs of overcrowded olefins with high yields.
SN - 1523-7052
UR - https://www.unboundmedicine.com/medline/citation/31136187/Domino_Palladium_Catalyzed_Double_Norbornene_Insertion/Annulation_Reaction:_Expeditious_Synthesis_of_Overcrowded_Tetrasubstituted_Olefins_
DB - PRIME
DP - Unbound Medicine
ER -
