Big Chemical Encyclopedia

Chemical substances, components, reactions, process design ...

Articles Figures Tables About

2-Acetoxycyclohexyl tosylate

When enantiomerically pure fni/is-2-acetoxycyclohexyl tosylate is solvolyzed, tiie product is racemic /mn -diacetate. This is consistent with the proposed mechanism, since the acetoxonium intennediate is achiral and can only give rise to racemic material. Additional evidence for diis interpretation comes from the isolation of a cyclic ortho ester when the solvolysis is carried out in ethanol. In this solvent the acetoxonium ion is captured by the solvent. [Pg.310]

When 2-acetoxycyclohexyl tosylate is heated in acetic acid there is obtained, as expected, the diacetate of 1,2-cyclohexanediol. The reactant exists as diastereo-mers, and just what happens—and how fast it happens—depends upon which... [Pg.910]

Compared with unsubstituted cyclohexyl tosylate, the 2-acetoxycyclohexyl tosylates show the following relative reactivities toward acetolysis ... [Pg.911]

Acetoxycyclohexyl tosylate reacts with acetate ion to form 1,2-cyclohexanediol diacetate. The reaction is stereospecific the stereoisomers obtained as products depend on the stereoisomer used as a reactant. Explain the following observations ... [Pg.1031]

There is also kinetic evidence for intramolecular participation in some SnI reactions. Acetolysis of frans-2-acetoxycyclohexyl tosylate (22) gave only the trans diacetate (23), suggesting the intermediacy of 24 (Figure 8.14). ... [Pg.485]

See other pages where 2-Acetoxycyclohexyl tosylate is mentioned: [Pg.911]    [Pg.1031]    [Pg.911]    [Pg.487]    [Pg.230]    [Pg.1131]    [Pg.290]    [Pg.911]    [Pg.1031]    [Pg.911]    [Pg.487]    [Pg.230]    [Pg.1131]    [Pg.290]    [Pg.28]   
See also in sourсe #XX -- [ Pg.910 ]

See also in sourсe #XX -- [ Pg.910 ]

See also in sourсe #XX -- [ Pg.1131 ]



SEARCH



© 2024 chempedia.info