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Toshio Kitajima

Bio: Toshio Kitajima is an academic researcher. The author has contributed to research in topics: Allylic rearrangement & Radical cyclization. The author has an hindex of 2, co-authored 2 publications receiving 137 citations.

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TL;DR: La cyclisation des (alcene-2yl [bromomethyl dimethyl] silyl) ethers a l'aide du tributylstannane, suivie d'une reaction d'oxydation, conduit a des methyl-2 alcanediols-1,3
Abstract: La cyclisation des (alcene-2yl [bromomethyl dimethyl] silyl) ethers a l'aide du tributylstannane, suivie d'une reaction d'oxydation, conduit a des methyl-2 alcanediols-1,3

131 citations

Journal ArticleDOI
TL;DR: In this article, 2-hydroxy-3-trimethylsilyl-propyl selenides, readily prepared by the reaction of α-phenylselenoaldehydes and trimethylslylmethyl-lithium, are transformed into primary allylic selenide and β-propanals by acid-catalysed dehydroxysilylation accompanied by a phenylselene-shift, and by silver-induced rearrangement of the trimethyl-sily lmethyl group, respectively.
Abstract: 2-Hydroxy-3-trimethylsilyl-propyl selenides, readily prepared by the reaction of α-phenylselenoaldehydes and trimethylsilylmethyl-lithium, are transformed into primary allylic selenides and β-trimethylsilylpropanals by acid-catalysed dehydroxysilylation accompanied by a phenylseleno-shift, and by silver-induced rearrangement of the trimethylsilylmethyl group, respectively.

9 citations


Cited by
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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

Journal ArticleDOI

446 citations

Journal ArticleDOI
TL;DR: In den letzten Jahrzehnten hat wohl keine andere Reaktion das Forschungsgebiet der Totalsynthese mehr gepragt als die Diels-Alder-Reaktion, oftmals als entscheidendes Element einer eleganten Kaskadenreaktion zur Herstellung komplexer Molekulstrukturen.
Abstract: In den letzten Jahrzehnten hat wohl keine andere Reaktion das Forschungsgebiet der Totalsynthese mehr gepragt als die Diels-Alder-Reaktion. Mit einer Vielzahl von Anwendungen dieser grosartigen pericyclischen Reaktion, oftmals als entscheidendes Element einer eleganten Kaskadenreaktion zur Herstellung komplexer Molekulstrukturen, ermoglichte die Diels-Alder-Cycloaddition die Losung einer Reihe unterschiedlicher, von der Natur in Form von Naturstoffen gestellter Syntheseprobleme. Zur Feier des hundertjahrigen Jubilaums von Alders Geburtstag soll dieser Aufsatz die ungemeine Leistungsfahigkeit der von ihm entdeckten Reaktion anhand ausgewahlter Beispiele im Kontext der Totalsynthese verdeutlichen und ihre Vielseitigkeit sowie ihr gewaltiges, noch immer nicht vollstandig erfasstes Potential unterstreichen.

270 citations