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Keywords:

  • allylsilanes;
  • asymmetric syntheses;
  • cyclizations;
  • cyclohexanes;
  • cyclopentanes
Thumbnail image of graphical abstract

Three new stereogenic centers characterize the 1,2-trans-disubstituted cyclopentanes 2a and cyclohexanes 2b, which can be prepared enantiomerically pure with the Lewis acid SnCl4 in a highly selective SnCl4-induced cyclization of the chiral alkylidene malonic acid derivatives 1a and 1b, respectively. The chiral auxiliary can be removed from 2 with LiAlH4.