Author
Keiichiro Fukumoto
Bio: Keiichiro Fukumoto is an academic researcher from Tohoku University. The author has contributed to research in topics: Total synthesis & Enantioselective synthesis. The author has an hindex of 19, co-authored 184 publications receiving 1278 citations.
Papers published on a yearly basis
Papers
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TL;DR: In this paper, the 1-carbomethoxy-1-alkenyloxybenzocyclobutenes were converted to 2-naphthol by sequential dehydrogenation and deprotection.
16 citations
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TL;DR: The key synthetic intermediate of 1β-methyl carbapenem antibiotic, (3S, 4R)-3-[(1R)-1-t- butyl-dimethylsiloxyethyl]-4-[(2R)-2-(1-hydroxypropyl)]azetidin-2-one (2), was synthesised from (R)-methyl 3-hydrox-2 -methylpropionate with high stereoselectivity via intramolecular nitrone 1,3-dipolar cycloaddition as mentioned in this paper.
Abstract: The key synthetic intermediate of 1β-methylcarbapenem antibiotic, (–)-(3S, 4R)-3-[(1R)-1-t- butyl-dimethylsiloxyethyl]-4-[(2R)-2-(1-hydroxypropyl)]azetidin-2-one (2), was synthesised from (R)-methyl 3-hydroxy-2-methylpropionate with high stereoselectivity via intramolecular nitrone 1,3-dipolar cycloaddition.
16 citations
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TL;DR: In this paper, a trialkylsilyl trifluoromethansulfonate was used to produce cyclopentanes 14a and 20a and cyclohexanes 14b and 20b.
Abstract: Treatment of the α,β-unsaturated esters 1, 6 and 8 with trialkylsilyl trifluoromethanesulfonate in the presence of a tertiary amine gave, via silyl dienol ethers, the corresponding deconjugated esters 3, 7 and 9 as the major products, respectively. Reaction of bis-α,β-unsaturated esters 12a and 12b with a trialkylsilyl trifluoromethansulfonate in the presence of a tertiary amine caused an intramolecular Michael reaction to produce the cyclopentanes 14a and 20a and the cyclohexanes 14b and 20b. Bicyclic compounds 21a and 21b formed by tandem Michael–Dieckmann or intramolecular Diels–Alder reaction were concurrently obtained. The cyclohexane derivative 14b was converted into the racemate of a sesquiterpene, (±)-ricciocarpin A 22.
16 citations
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15 citations
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TL;DR: In this article, a stereoselective formal synthesis of the diterpene tetraol (+)-aphidicolin is described employing as key steps the cycloisomerization of the enyne 9 to provide the bicyclo[3.2] octane derivative 8 and the intramolecular Diels-Alder reaction of the triene 7 to form the aphidicolane-type ring system.
15 citations
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TL;DR: This review covers the isolation, structure determination, synthesis and biological activity of quinoline, quinazoline and acridone alkaloids from plant, microbial and animal sources.
1,687 citations
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1,661 citations
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TL;DR: The Diels-Alder reaction has both enabled and shaped the art and science of total synthesis over the last few decades to an extent which has yet to be eclipsed by any other transformation in the current synthetic repertoire as mentioned in this paper.
Abstract: The Diels-Alder reaction has both enabled and shaped the art and science of total synthesis over the last few decades to an extent which, arguably, has yet to be eclipsed by any other transformation in the current synthetic repertoire. With myriad applications of this magnificent pericyclic reaction, often as a crucial element in elegant and programmed cascade sequences facilitating complex molecule construction, the Diels-Alder cycloaddition has afforded numerous and unparalleled solutions to a diverse range of synthetic puzzles provided by nature in the form of natural products. In celebration of the 100th anniversary of Alder's birth, selected examples of the awesome power of the reaction he helped to discover are discussed in this review in the context of total synthesis to illustrate its overall versatility and underscore its vast potential which has yet to be fully realized.
1,427 citations
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11 Sep 2006TL;DR: It is shown that domino reactions initiated by oxidation or reduction or reduction, as well as other mechanisms, can be inhibited by various materials, such as Na6(CO3)(SO4), Na2SO4, Na2CO3, and so on.
Abstract: Introduction Cationic domino reactions Anionic domino reactions Radical domino reactions Pericyclic domino reactions Photochemically induced domino processes Transition metal catalysis Domino reactions initiated by oxidation or reduction Enzymes in domino reactions Multicomponent reactions Special techniques in domino reactions
1,337 citations