cas 56239-25-9, 2-Oxa-3-aza-bicyclo[2.2.2]oct-5-ene hydrochlorate | Articles data ｜lookchem

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56239-25-9

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α-Acyloxynitroso dienophiles in [4+2] hetero Diels-Alder cycloadditions: mechanistic insights
α-Acyloxynitroso derivatives are a class of heterodienophiles leading to valuable 3,6-dihydro-1,2-oxazines or the corresponding aminoalcohols in good yields. The discovery that a β-oxygenated moiety led to a domino [4+2] cycloaddition/σN-O bond cleavage in the presence of a catalytic amount of Lewis acid was investigated in detail, through kinetic profiling of the reaction both in the absence and presence of a promoter. These studies showed that the role of the Lewis acid was to accelerate the σN-O bond cleavage thereby promoting a highly reproducible sequence. In addition, our preliminary results on an asymmetric version of this domino sequence are reported.
Calvet, Géraldine,Coote, Susannah C.,Blanchard, Nicolas,Kouklovsky, Cyrille
supporting information; scheme or table
p. 2969 - 2980
(2010/06/20)

Intermolecular nitroso Diels-Alder cycloaddition of α-acetoxynitroso derivatives in aqueous medium
The Diels-Alder cycloadditions of the α-acetoxynitroso dienophile 1 in water are reported. The rapid and high yielding synthesis of structurally diverse 3,6-dihydro-1,2-oxazines complements the straightforward elaboration of aminoalcohols obtained from th
Calvet, Geraldine,Guillot, Regis,Blanchard, Nicolas,Kouklovsky, Cyrille
p. 4395 - 4401
(2007/10/03)

Polyhydroxyamino Compounds via Diene Synthesis with Nitroso Compounds, IV. - Preparation and Stereochemistry of Dideoxyinosamine Derivatives
The general method for the synthesis of polyhydroxy amines by Diels-Alder reactions with a nitroso compound, reduction of the adduct with cleavage of the N - O bond and hydroxylation of the remaining C = C -double bond, can also be realized with α-chloronitrosocyclohexane as dienophile, in good yield.Primary amines are synthesized in this way.
Kresze, Guenter,Kysela, Ernst
p. 202 - 209
(2007/10/02)

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Chemical Properties

Melting Point: 164-168oC (DEC.)
Boiling Point: 144.6°Cat760mmHg
Flash Point:44.3°C
Density: 1.075g/cm³
Vapor Pressure: 5.05mmHg at 25°C
PSA: 21.26000
LogP: 1.73920

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