Abstract
The acetylation of 6-tert-butyl-9-methyl- (1b) and 6-tert-butyl-9-methoxy[3.3]metaparacyclophane 1c with 1.1 equiv. of acetyl chloride in CH2Cl2 solution in the presence of AlCl3 MeNO2 afforded 6-tert-butyl-17-acetyl-9-methyl- (2b) and 6-tert-butyl-14-acetyl-9-methoxy[3.3]metaparacyclophane (3c) in 22% and 88% yields, respectively; different orientation for the electrophilic substitution was observed depending on the substituent at C(9) position.
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References
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