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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
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Journal ArticleDOI
TL;DR: The iodonium ion mediated ring expansion of the olefinic cyclobutanols 19, 20, and 22 gave the mixture of iodoalkylated cyclopentanones 27a-c and 28a−c, respectively as mentioned in this paper.

12 citations

Journal ArticleDOI
TL;DR: The angular triquinane sesquiterpenes, (±)-pentalenene (1), pentalenic acid (2), and deoxypentalenic acids (4), were synthesized via the intramolecular double Michael reaction as the key step as discussed by the authors.
Abstract: The angular triquinane sesquiterpenes, (±)-pentalenene (1), (±)-pentalenic acid (2), and (±)-deoxypentalenic acid (4), were synthesized via the intramolecular double Michael reaction as the key step. Heating the bis-enone (10), prepared from 4,4-dimethylcyclopent-2-enone (11) in six steps, with chlorotrimethylsilane, triethylamine, and zinc chloride gave the tricyclo[7.3.0.0]dodecanedione (9), which was converted into the above triquinanes after ring contraction.

12 citations

Journal ArticleDOI
TL;DR: In this article, the synthesis of chiral half esters via monosubstituted malonic CHs was studied and chiral 3-silyloxypropanols were enantioselectively synthesized.
Abstract: Syntheses of chiral synthons via monosubstituted malonic chiral half esters were studied and chiral 3-silyloxypropanols were enantioselectively synthesised.

12 citations

Journal ArticleDOI
TL;DR: The first total synthesis of (±)-geneserine was achieved from oxindole (2), which was efficiently prepared from the benzocyclobutene (4) via the tandem electrocyclic [3,3] sigmatropic methodology.
Abstract: The first total synthesis of (±)-geneserine was achieved from the oxindole (2), which was efficiently prepared from the benzocyclobutene (4)via the tandem electrocyclic [3,3] sigmatropic methodology.

11 citations

Journal ArticleDOI
TL;DR: A novel synthesis of the quaternary substituted chiral cyclobutanone was achieved by the concerted ring expansion of the chiralcyclopropyl epoxide (CHE) as discussed by the authors, which led to a formal total synthesis of (-)-frontalin.
Abstract: A novel synthesis of the quaternary substituted chiral cyclobutanone (9) was achieved by the concerted ring expansion of the chiral cyclopropyl epoxide (8) which lead to a formal total synthesis of (-)-frontalin (14)

11 citations


Cited by
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Journal ArticleDOI
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

Journal ArticleDOI
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

Book
11 Sep 2006
TL;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