We have taken a series of reactions compiled by W. Carruthers in 'Some modern methods of organic synthesis', and we have proposed didactical and mechanistic views for them. This theme is included in the chapter "Formation of carbon-carbon double bonds" in the mentioned text. In the present chapter, we expose a complementing of Claisen rearrangements of ally-vinyl ethers.
A first approach in this study comports the Claisen rearrangement feature regarding the stereochemical control that conducts to the definition of the positioning of substituents on the new single bond that arises from rearrangement. This feature serves as a sort of transmission of chirality along a carbon chain.
We proposed mechanisms for this feature. We also covered from a mechanistic stand point the theme of the geometry of the enol ether double bond and its control by means of the procedure described by Ireland.
We elaborated too, the mechanisms for the conversion of allylic ester into the E-ketene acetal or the Z-ketene acetal and subsequent acid formation including the example of the E-crotyl propanoate and the Z-crotyl propanoate. Hemos tomado una serie de reacciones compiladas por W.
Hemos propuesto mecanismos para este hecho. For instance, oxidation-reduction reactions which are among the most commonly employed constitute a kind of black box for the student's mind. Poli, C.
Houben-Weyl 4th ed. E21e, —, Georg Thieme Verlag, Stuttgart, Google Scholar H. Google Scholar W. Sander, G. Bucher, S. CrossRef Google Scholar W.
Parham, E. Google Scholar R. Kostikov, A. Molchanov, A. CrossRef Google Scholar M. Banwell, M. Halton, Ed. Google Scholar A. Arduengo, R. CrossRef Google Scholar D. Bourissou, O. Guerret, F. Gabba, G. CrossRef Google Scholar G. Boche, J. CrossRef Google Scholar E. Dehmlow, S. Google Scholar Y. Simmons, T.
Cairns, S. Vladuchick, C. Motherwell, C. CrossRef Google Scholar S. Burke, P. Google Scholar J. Adams, D. CrossRef Google Scholar T. Ye, M. CrossRef Google Scholar A. Padwa, D. Doyle, M. McKervey, T. Davies, S. Trost, I. Fleming, Eds. Schwesinger, J. Willaredt, T. Bauer, A. E21e, , Georg Thieme Verlag, Stuttgart, Google Scholar D. Smith, A.
Google Scholar M. Google Scholar G. Zweifel, H. Google Scholar B. Carboni, M. Acta , 35, 57— Google Scholar U. Kazmaier, J. Brown, A. Pfaltz, P. Matzinger, H. E21d, , Georg Thieme Verlag, Stuttgart, Pelter, K. Smith, H. Brown and B.Brown, A. Kagan, J. The configuration at C-3 of the product 2 or 4 comes from directly from the starting reagent , see Fig. Drozdova, G. Coxon, Ed.
Matzinger, H. Bucher, S. Choy, J. Google Scholar T.
This is a preview of subscription content, log in to check access. CrossRef Google Scholar 3. Pfaltz, P. In the present chapter, we expose a complementing of Claisen rearrangements of ally-vinyl ethers.