Allylic rearrangement occurs in the solvent-free redistribution reaction between trans/cis-Bu3SnCH2CHCHCH3 and Bu2SnCl2:{A figure is presented}. Subsequent isomerization of I is catalyzed by Bu2SnCl2 (see eq. 2) to an equilibrium mixture of cis-II (72-74%) trans-II (12-14%) and I (14-16%) at 30°C as shown by 13C NMR spectroscopy: {A figure is presented}. 13C NMR Spectra also reveal that the terminal olefinic carbon in I is involved in an exchange process. The mechanisms of both reactions probably involve cyclic transition states
Allylic rearrangement in redistribution reactions. the system cis/trans-n-Bu3SnCH2CHCHCH3/n- Bu2SnCl2
GAMBARO, ALESSANDRO;MARTON, DANIELE;TAGLIAVINI, GIUSEPPE
1981
Abstract
Allylic rearrangement occurs in the solvent-free redistribution reaction between trans/cis-Bu3SnCH2CHCHCH3 and Bu2SnCl2:{A figure is presented}. Subsequent isomerization of I is catalyzed by Bu2SnCl2 (see eq. 2) to an equilibrium mixture of cis-II (72-74%) trans-II (12-14%) and I (14-16%) at 30°C as shown by 13C NMR spectroscopy: {A figure is presented}. 13C NMR Spectra also reveal that the terminal olefinic carbon in I is involved in an exchange process. The mechanisms of both reactions probably involve cyclic transition states
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