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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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Journal ArticleDOI
TL;DR: A concise enantiocontrolled synthesis of (+)-(5S, 2R)- and (+-(5R, 2 R)-5-(3-furyl)-2-iodomethyl-2-methyloxolanes, (6) and (5), was achieved starting from the tandem asymmetric epoxidation and 1,2-rearrangement of 2-cyclopropylidenepropanol (9) as mentioned in this paper.
Abstract: A concise enantiocontrolled synthesis of (+)-(5S, 2R)- and (+)-(5R, 2R)-5-(3-furyl)-2-iodomethyl-2-methyloxolanes, (6) and (5), was achieved starting from (+)-(R)-2-hydroxymethyl-2-methylcyclobutanone (11) which was efficiently prepared by the tandem asymmetric epoxidation and 1,2-rearrangement of 2-cyclopropylidenepropanol (9). This constitutes an enantiocontrolled formal total synthesis of (+)-ipomeamarone (1), (+)-epiipomeamarone (2), (-)-ngaione (3) and its epimer (4)
Journal ArticleDOI
TL;DR: In this article, the Chinone (II) and (XI) reagieren mit in situ hergestellten o-Chinodimethanen zu den im Formelschema beschriebenen Verbindungen, wobei alternative Strukturen (X) und (XIII) fur (VIII) bzw. (XII) in Betracht gezogen werden.
Abstract: Die Chinone (II) und (XI) reagieren mit in situ hergestellten o-Chinodimethanen zu den im Formelschema beschriebenen Verbindungen, wobei alternative Strukturen (X) und (XIII) fur (VIII) bzw. (XII) in Betracht gezogen werden.
Journal ArticleDOI
TL;DR: In this paper, a novel and efficient synthesis of trans-2,3,3a,4,5,9b-hexahydro-3α-hydroxy-3β-(2-hydroxacetyl)-7-methoxy-3aβ-methyl-1H-benz[e]indene was described.
Abstract: A novel and efficient synthesis of trans-2,3,3a,4,5,9b-hexahydro-3α-hydroxy-3β-(2-hydroxyacetyl)-7-methoxy-3aβ-methyl-1H-benz[e]indene (10) starting from trans-2,3,3a,4,5,9b-hexahydro-3β-isopropenyl-7-methoxy-3α-methoxymethoxy-3aβ-methyl-1H-benz[e]indene (5) and its conversion into 2′,2′,3a-trimethyl-7-oxo-2,3,3a,4,5,6,7,8,9,9b-decahydro-1H-benz[e]indene-3-spiro-4′-(1,3-dioxan)-5′-yl acetate (14) are described.
Journal ArticleDOI
TL;DR: In this article, the thermolysis of the optically active alkenic benzocyclobutenes 9a,4,5,9b,tetrahydro-1H-benz[e]indenes 10 and 11 was studied.
Abstract: Enantioselectivity in the thermolysis of the optically active alkenic benzocyclobutenes 9a–g has been studied, resulting in the development of a novel and efficient route to chiral trans-3a,4,5,9b-tetrahydro-1H-benz[e]indenes 10 and 11.

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