In the cyclisation of 4-methyldec-4-enal (2) to 3-methyl-2-pentylcyclopentanone (3), catalysed by stannic chloride, the Z-aldehyde (2-Z) forms the cis-ketone (3-c) and the E-aldehyde (2-E) the trans-ketone (3-t); this is an example of a geometrical factor of general importance.
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Cookson et al. (1979) studied this question.