TY - JOUR
T1 - Homogeneous Pd-catalyzed transformation of terminal alkenes into primary allylic alcohols and derivatives
AU - Tomita, Ren
AU - Mantani, Kohei
AU - Hamasaki, Akiyuki
AU - Ishida, Tamao
AU - Tokunaga, Makoto
N1 - Copyright:
Copyright 2014 Elsevier B.V., All rights reserved.
PY - 2014/8/4
Y1 - 2014/8/4
N2 - Synthesis of primary alcohols from terminal alkenes is an important process in both bulk and fine chemical syntheses. Herein, a homogeneous Pd-complex-catalyzed transformation of terminal alkenes into primary allylic alcohols, by using 5 mol % [Pd(PPh3)4] as a catalyst, and H2O, CO2, and quinone derivatives as reagents, is reported. When alcohols were used instead of H2O, allylic ethers were obtained. A proposed mechanism includes the addition of oxygen nucleophiles at the less-hindered terminal position of π-allyl Pd intermediates.
AB - Synthesis of primary alcohols from terminal alkenes is an important process in both bulk and fine chemical syntheses. Herein, a homogeneous Pd-complex-catalyzed transformation of terminal alkenes into primary allylic alcohols, by using 5 mol % [Pd(PPh3)4] as a catalyst, and H2O, CO2, and quinone derivatives as reagents, is reported. When alcohols were used instead of H2O, allylic ethers were obtained. A proposed mechanism includes the addition of oxygen nucleophiles at the less-hindered terminal position of π-allyl Pd intermediates.
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U2 - 10.1002/chem.201403373
DO - 10.1002/chem.201403373
M3 - Article
AN - SCOPUS:84905197682
SN - 0947-6539
VL - 20
SP - 9914
EP - 9917
JO - Chemistry - A European Journal
JF - Chemistry - A European Journal
IS - 32
ER -