Abstract
Nitration of dichloromesitol (11) or 1,3,5-trichloro-2,4,6-trimethylbenzene (1) gives the 6-hydroxy- 2,5-dinitrocyclohex-3-enones (12) and (13). Acyloin rearrangements of these and related substituted 6-hydroxy-2,5-dinitrocyclohex-3-enones (9), (10), (14a) and (14b) are reported, together with the X-ray crystal structure analysis of the trans-dinitro cyclopentenol derivative (24). Some stereochemical features of these acyloin rearrangements are discussed.
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