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Communication | Regular issue | Vol 27, No. 7, 1988, pp.1569-1574
Published online, 1st January, 1970
DOI: 10.3987/COM-88-4546
Effects of the Ring Size on the Regioselectivity of Amino-Claisen Rearrangement of Unsymmetrically Fused Anilinium Derivatives

Hajime Katayama* and Kimiyoshi Kaneko

*Niigata College of Pharmacy, 5-13-2 Kamishin‘ei-cho, Niigata 590-2081, Japan


The site of meta rearrangement in quaternary amino-Claisen rearrangement is found to be controlled by the size of the fused rings. This regioselectivity is also predictable from the magnitudes of the chemical shifts differences between the two meta carbons.