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DOI:
10.1055/sos-SD-023-00080
Tidwell, T. T., Science of Synthesis, (2006) 23, 163.
Addition of triethylamine to a refluxing mixture of 1 equivalent of 2-bromo-3,3-dimethylacetyl chloride (280) and 1 equivalent of tert-butylacetyl chloride (281) in benzene leads to the dimer 284 formed by a [2+2]-mixed cyclodimerization of the two ketenes 282 and 283 (Scheme 103).[185] The structure of the dimer can be established by methanolysis to the oxo ester 285, which indicates that nucleophilic attack occurs on the less crowded tert-butylketene (283).[185]
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References
[185] | Meeee, M. M.; Meee, M. M., M. Mee. Meee., (8888) 88, 8888. |
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