[2+4] Cheletropic cycloadditions of stannylenes R2Sn (R = alkyl, amino, halogen)

@inproceedings{Marx198424CC,
  title={[2+4] Cheletropic cycloadditions of stannylenes R2Sn (R = alkyl, amino, halogen)},
  author={Rainer Marx and Wilhelm Paul Neumann and Knut Hillner},
  year={1984}
}
Abstract Free stannylenes Me 2 Si(tBuN) 2 Sn 1a and [(Me 3 Si) 2 CH] 2 Sn 1b as well as SnCl 2 , SnBr 2 , and SnI 2 give 1,4-cycloadditions to different 1,3-dienes yielding 1-stannacyclopent-3-enes. A singlet heavy carbene analogue behaviour is shown with the two isomers of the diallene 2 : only those stereoisomers are found to be postulated for a [2+4] cheletropic addition. In the other cases, a similar mechanism is likely. 1b acts as a donor towards E,E-1,4-disubstituted 1,3-dienes, reacting… CONTINUE READING

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