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Chirale Butadiene 10: Barriers to Enantiomerization of 1,2,3,4-Tetramethyl-1,3-butadienes

Becher, G. ; Mannschreck, Albrecht


Diastereoisomers of the 1,3-dienes RCMeCMeCMeCMeR (2, RCO2CH3; 7, RCH2OCH3) have been prepared. The configurations at the CC bonds (Schemes 2 and 3) and the conformations of these chiral dienes were investigated by several spectroscopic methods. The barriers to partial rotation about the central CC single bond in (E,E)-, (E,Z)-, and (Z,Z)-2 were determined by dynamic 1H NMR in the presence of the ...


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