Palladium-catalyzed Heck reaction on 1-alkoxy-1,3-dienes: a regioselective gamma-arylation of alpha,beta-unsaturated carbonyl compounds.Org Lett. 2003 Oct 16; 5(21):3815-7.OL
Abstract
[reaction: see text] alpha,beta-Unsaturated acetals afford, in the presence of the LIC-KOR superbase, 1-alkoxybuta-1,3-dienes. These substrates cross couple with aryl derivatives in the presence of Pd catalyst (Heck conditions) in a regio- and stereoselective mode. With dialkyl acetals, the reaction affords arylated dienes; on the other hand, in the case of 1,3-dioxane derivatives, the final outcome of the process formally corresponds to the direct gamma-arylation reaction of the starting alpha,beta-unsaturated material.
Pub Type(s)
Journal Article
Language
eng
PubMed ID
14535717
Citation
Deagostino, Annamaria, et al. "Palladium-catalyzed Heck Reaction On 1-alkoxy-1,3-dienes: a Regioselective Gamma-arylation of Alpha,beta-unsaturated Carbonyl Compounds." Organic Letters, vol. 5, no. 21, 2003, pp. 3815-7.
Deagostino A, Prandi C, Venturello P. Palladium-catalyzed Heck reaction on 1-alkoxy-1,3-dienes: a regioselective gamma-arylation of alpha,beta-unsaturated carbonyl compounds. Org Lett. 2003;5(21):3815-7.
Deagostino, A., Prandi, C., & Venturello, P. (2003). Palladium-catalyzed Heck reaction on 1-alkoxy-1,3-dienes: a regioselective gamma-arylation of alpha,beta-unsaturated carbonyl compounds. Organic Letters, 5(21), 3815-7.
Deagostino A, Prandi C, Venturello P. Palladium-catalyzed Heck Reaction On 1-alkoxy-1,3-dienes: a Regioselective Gamma-arylation of Alpha,beta-unsaturated Carbonyl Compounds. Org Lett. 2003 Oct 16;5(21):3815-7. PubMed PMID: 14535717.
* Article titles in AMA citation format should be in sentence-case
TY - JOUR
T1 - Palladium-catalyzed Heck reaction on 1-alkoxy-1,3-dienes: a regioselective gamma-arylation of alpha,beta-unsaturated carbonyl compounds.
AU - Deagostino,Annamaria,
AU - Prandi,Cristina,
AU - Venturello,Paolo,
PY - 2003/10/11/pubmed
PY - 2003/10/11/medline
PY - 2003/10/11/entrez
SP - 3815
EP - 7
JF - Organic letters
JO - Org Lett
VL - 5
IS - 21
N2 - [reaction: see text] alpha,beta-Unsaturated acetals afford, in the presence of the LIC-KOR superbase, 1-alkoxybuta-1,3-dienes. These substrates cross couple with aryl derivatives in the presence of Pd catalyst (Heck conditions) in a regio- and stereoselective mode. With dialkyl acetals, the reaction affords arylated dienes; on the other hand, in the case of 1,3-dioxane derivatives, the final outcome of the process formally corresponds to the direct gamma-arylation reaction of the starting alpha,beta-unsaturated material.
SN - 1523-7060
UR - https://www.unboundmedicine.com/medline/citation/14535717/Palladium_catalyzed_Heck_reaction_on_1_alkoxy_13_dienes:_a_regioselective_gamma_arylation_of_alphabeta_unsaturated_carbonyl_compounds_
DB - PRIME
DP - Unbound Medicine
ER -
