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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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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 as mentioned in this paper.
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.
Journal ArticleDOI
TL;DR: This paper showed that trimethylsilyl iodide in the presence of hexamethyldisilazane caused sequential three reactions, ring opening of cyclopropane-Michael-aldol reaction sequence, to provide polycyclic cyclobutane derivatives.
Abstract: Reaction of α,β-unsaturated esters 4 and 11 possessing a cyclopropyl ketone function, with trimethylsilyl iodide in the presence of hexamethyldisilazane caused sequential three reactions, ring opening of cyclopropane-Michael-aldol reaction sequence, to provide polycyclic cyclobutane derivatives 7 and 13 , respectively.
Journal ArticleDOI
TL;DR: In this article, an intramolecular cycloaddition of the olefinic ortho-quinodimethane generated in situ by thermolysis of benzocyclobutene was reported.
Abstract: A convenient and practical route for enantioselective synthesis of the A-nor-B-trienic steroid 2via an intramolecular [4 + 2] cycloaddition of the olefinic ortho-quinodimethane 3 generated in situ by thermolysis of the olefinic benzocyclobutene 4 is reported. This leads to the total synthesis of (+)-11-deoxy-19-norcorticosterone 1 by use of a usual chemical manipulation on intermediate 2.

Cited by
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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

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