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 article, the complete stereocontrolled synthesis of angularly disubstituted cis-decalins based on the sequenced radical ring expansion and cyclization process of α-iodomethylcyclopentanones 1 and 6 is described and the stereochemical outcome of this radical reaction is also discussed.
Abstract: The complete stereocontrolled synthesis of angularly disubstituted cis -decalins based on the sequenced radical ring expansion and cyclization process of α-iodomethylcyclopentanones 1 and 6 is described and the stereochemical outcome of this radical reaction is also discussed. The compounds 2–5 and 7–13 thus prepared could be versatile intermediates for the synthesis of biologically important compounds.
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TL;DR: In this paper, the Wagner-Meerwein-type rearrangement of the mesylated precursor was used to transform the ester to the product via a Wagner-meersch-wein approach.
Abstract: The title reaction of the ester (II) yields the derivative (III), which is transformed to the product (VIII) via a Wagner-Meerwein-type rearrangement of the mesylated precursor (VI).
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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)
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TL;DR: In this paper, the important starting material in a synthesis of pentazocine was easily prepared by treating gaseous formaldehyde with 2-lithio-2-butene.
Abstract: The important starting material in a synthesis of pentazocine (1) was easily prepared by treating gaseous formaldehyde with 2-lithio-2-butene. Both E- and Z-2-bromo-2-butenes (2, 3) gave the same Z...
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TL;DR: In this article, an efficient formal total synthesis of antiviral and antitumor tetracyclic diterpene aphidicolin has been developed using an intramolecular Heck reaction (3→4 ) and an intramerolecular Diels-Alder reaction (7→8 ) for the key step of the sequence.
Abstract: An expeditious and efficient formal total synthesis of antiviral and antitumor tetracyclic diterpene aphidicolin has been developed. An intramolecular Heck reaction ( 3→4 ) and an intramolecular Diels-Alder reaction ( 7→8 ) were utilized for the key step of the sequence.
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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