5682-72-4Relevant academic research and scientific papers
Palladium-catalyzed cross-coupling reaction of alkenyl bromides with potassium alkyltrifluoroborates
Molander, Gary A.,Ham, Jungyeob,Seapy, Dave G.
, p. 768 - 775 (2007)
The Suzuki-Miyaura-type cross-coupling reaction of potassium alkyltrifluoroborates with various alkenyl bromides in the presence of 10 mol % of PdCl2(dppf)·CH2Cl2 and 3.0 equiv of Cs2CO3 in aqueous to
Development of modified Pauson-Khand reactions with ethylene and utilisation in the total synthesis of (+)-taylorione
Donkervoort, Johannes G.,Gordon, Alison R.,Johnstone, Craig,Kerr, William J.,Lange, Udo
, p. 7391 - 7420 (2007/10/03)
Two complementary Pauson-Khanol annulation protocols for use with the gaseous alkene, ethylene, are described. These N-oxide promoted reactions (10 examples) are shown to proceed under both mild autoclave condition or, more conveniently, at atmospheric pressure. The developed methodology has been utilised as the key transformation in the total synthesis of the sesquiterpene (+)-taylorione which has been realised in a good overall yield from readily available (+)-2-carene.
Regioselectivity of Rhodium(II)-Catalyzed Decomposition of 1-Alkyl-1-(diazoacetyl)alkenes. Synthesis of 2-Alkyl-2-cyclopentenones and 2-Alkylidenecyclopentanones
Ceccherelli, Paolo,Curini, Massimo,Marcotullio, Maria Carla,Rosati, Ornelio,Wenkert, Ernest
, p. 7065 - 7070 (2007/10/02)
The synthesis of 1-alkyl-1-(diazoacetyl)alkenes and their dirhodium tetraacetate catalyzed transformation into 2-cyclopentenones and 2-alkylidenecyclopentanones are described.The competitive, intramolecular carbon-hydrogen insertion at two γ centers is discussed.
Syntheses of Jasmone, Jasmonic Acid and some Analogues from Alkyne-cobalt Complexes via the Khand Reaction.
Billington, David C.,Bladon, Peter,Helps, I. Malcolm,Pauson, Peter L.,Thomson, William,Willison, Debra
, p. 2601 - 2623 (2007/10/02)
The Khand reactions of the hexacarbonyldicobalt complexes of 2-octyne and of Z-oct-5-en-2-yne with ethylene lead directly to jasmone and dihydrojasmone. 2-Pentyl- and Z-2-pentenylcyclopent-2-en-1-one, known intermediates in the synthesis of jasmonic and dihydrojasmonic acid or their esters, have been obtained similarly from 1-heptyne and hept-4-en-1-yne respectively.These and related cyclopentenones have been converted into new analogues of methyl jasmonate, of interest as potential plant growth regulators.
A Convenient Preparative Method of Jasmone and its Related Compounds
Watanabe, Shoji,Fujita, Tsutomu,Suga, Kyoichi,Haibara, Michio
, p. 1739 - 1741 (2007/10/02)
The reaction of (Z)-hept-4-enoic acid (1) with vinylmagnesium bromide gave (Z)-undeca-1,8-dien-5-one (2).The oxidation of the terminal vinylic group of (2) affords (Z)-undec-8-ene-2,5-dione (3).Jasmone (4) was obtained by the usual alkali cyclization of (3).A variety of alkylcyclopentenones were prepared by the same method.
Process for preparing cyclopentenone derivatives
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, (2008/06/13)
A novel and industrial process for preparing cyclopentenone derivatives by heating C5 ?C13 aliphatic acids having one substituent or intramolecular esters thereof in the presence of a solid acid catalyst in a good yield.
