TY - JOUR
T1 - Regioselective oxidation of internal olefins bearing neighboring oxygen functions by means of palladium catalysts. Preparation of β-alkoxy or acetoxy ketones from allyl and homoallyl ethers or esters
AU - Tsuji, Jiro
AU - Nagashima, Hideo
AU - Hori, Kimihiko
PY - 1982/1/1
Y1 - 1982/1/1
N2 - A new preparative method of β- and γ-alkoxy (acetoxy) ketones, which are important precursors of vinyl ketones and 1,4-diketones, respectively, is presented. With PdCl2/CuCl/O2 or PdCl2/p-benzoquinone catalyst system, internal olefins bearing allylic alkoxy or acetoxy group underwent regioselective oxidation to form the corresponding β-alkoxy or β-acetoxy ketones. Similarly, γ-acetoxy ketones were obtained from homoallyl acetates having internal olefins with high regioselectivity.
AB - A new preparative method of β- and γ-alkoxy (acetoxy) ketones, which are important precursors of vinyl ketones and 1,4-diketones, respectively, is presented. With PdCl2/CuCl/O2 or PdCl2/p-benzoquinone catalyst system, internal olefins bearing allylic alkoxy or acetoxy group underwent regioselective oxidation to form the corresponding β-alkoxy or β-acetoxy ketones. Similarly, γ-acetoxy ketones were obtained from homoallyl acetates having internal olefins with high regioselectivity.
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U2 - 10.1016/S0040-4039(00)87430-4
DO - 10.1016/S0040-4039(00)87430-4
M3 - Article
AN - SCOPUS:0001736452
SN - 0040-4039
VL - 23
SP - 2679
EP - 2682
JO - Tetrahedron Letters
JF - Tetrahedron Letters
IS - 26
ER -