TY - JOUR
T1 - A New Synthetic Method for Natural Products Using Butadiene Telomers Obtained by Palladium-catalyzed Telomerization
AU - Tsuji, Jiro
AU - Takahashi, Takashi
AU - Shimizu, Isao
AU - Nagashima, Hideo
PY - 1980
Y1 - 1980
N2 - Butadiene telomers, easily prepared by the palladium-catalyzed telomerization of butadiene with various nucleophiles are extremely useful starting materials for natural product syntheses. The following natural products were synthesized in short steps by using several butadiene telomers : Steroid (19-nortestosterone), macrolides (diplodialides, 9-decanolides, lasiodiplodin, zearalenone, recifeiolide, curvularin), Matsutake alcohol, lipoic acid, pellitorin, dihydrojasmone, methyl dihydrojasmonate, muscone, civetone, pyrethrolone, 12-acetoxy-l,3-dodecadiene, royal jelly acids and queen substance. In these syntheses, Wacker type oxidation of terminal double bonds to methyl ketones catalyzed by PdCl2-CuCl is used in key steps.
AB - Butadiene telomers, easily prepared by the palladium-catalyzed telomerization of butadiene with various nucleophiles are extremely useful starting materials for natural product syntheses. The following natural products were synthesized in short steps by using several butadiene telomers : Steroid (19-nortestosterone), macrolides (diplodialides, 9-decanolides, lasiodiplodin, zearalenone, recifeiolide, curvularin), Matsutake alcohol, lipoic acid, pellitorin, dihydrojasmone, methyl dihydrojasmonate, muscone, civetone, pyrethrolone, 12-acetoxy-l,3-dodecadiene, royal jelly acids and queen substance. In these syntheses, Wacker type oxidation of terminal double bonds to methyl ketones catalyzed by PdCl2-CuCl is used in key steps.
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U2 - 10.5059/yukigoseikyokaishi.38.219
DO - 10.5059/yukigoseikyokaishi.38.219
M3 - Article
AN - SCOPUS:85007903368
SN - 0037-9980
VL - 38
SP - 219
EP - 233
JO - Journal of Synthetic Organic Chemistry, Japan
JF - Journal of Synthetic Organic Chemistry, Japan
IS - 3
ER -