Kinetics of formation and some properties of higher organoaluminum compounds

Lanskova, N. F.; Il'yasova, A. I.; Baisheva, A. U.; Sangalov, Yu. A.; Минскер, К. С.

doi:10.1007/bf00921156

Russ Chem Bull

1974

DOI: 10.1007/bf00921156

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Kinetics of formation and some properties of higher organoaluminum compounds

N. F. Lanskova¹,

A. I. Il'yasova²,

A. U. Baisheva³

et al.

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1975

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Cited by 4 publications

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Selektive Reaktionen mit Organoaluminium-Verbindungen

Yamamoto

Nozaki

1978

Angew. Chem.

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In diesem Aufsatz wird anhand von Beispielen ein uberblick iiber die Entwicklung selektiver Reaktionen rnit Organoaluminium-Verbindungen gegeben. 1. Die Isomerisierung von substituierten Oxiranen zu Allylalkoholen laDt sich rnit dem neuen Reagens Diethylaluminium-2,2,6,6-tetramethylpiperidid (DATMP) sowohl stereo-als auch regioselektiv durchfuhren; diese Reaktion eroffnet einen neuen Weg zur regiospezifischen Umwandlung von Allylalkoholen in 1,3-Diene. 2. Organoaluminium-Verbindungen ermoglichen eine neuartige nichtenzymatische Heterolyse von allylischen Phosphorsaureestern der Terpenoide, die zu einer neuen, selektiven Synthese cyclischer Terpene ausgebaut wurde. 3. Die reduktive Kondensation von a-Halogenketonen rnit Carbonylverbindungen in Gegenwart von Diethylaluminiumchlorid und Zink ergibt in guter Ausbeute P-Hydroxycarbonylverbindungen; die unerwiinschte Selbstkondensation unterbleibt.

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Selektive Reaktionen mit Organoaluminium-Verbindungen

Yamamoto

Nozaki

1978

Angew. Chem.

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Selective Reactions with Organoaluminum Compounds

Yamamoto

Nozaki

1978

Angew. Chem. Int. Ed. Engl.

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With the aid of selected examples an overview is given of the development trends in highly discriminative reactions using organoaluminum compounds. 1) Isomerization of substituted oxiranes into allyl alcohols has been effected both stereo-and regioselectively by means of a new organoaluminum reagent, diethylaluminum 2,2,6,6-tetramethylpiperidide (DATMP); this reaction which provides a new route for the regiospecific transformation of allyl alcohols into 1,3-dienes. 2) A novel nonenzymic heterolysis of allylic phosphates of terpenoids has been effected by organoaluminum compounds and has enabled development of a new method for the selective synthesis of cyclic terpenes.3) The reductive condensation of a-haloketones with carbonyl compounds in the presence of diethylaluminum chloride and zinc affords 8-hydroxycarbonyl derivatives in good yields with exclusion of undesired self-condensations products.

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Aluminium annual survey covering the year 1974

Smith

1975

Journal of Organometallic Chemistry

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Kinetics of formation and some properties of higher organoaluminum compounds

Cited by 4 publications

References 1 publication

Selektive Reaktionen mit Organoaluminium-Verbindungen

Selektive Reaktionen mit Organoaluminium-Verbindungen

Selective Reactions with Organoaluminum Compounds

Aluminium annual survey covering the year 1974

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