The ester enolate of the siloxycyclopropanecarboxylate 1 reacts with CS2 and methyl iodide to give a ring-expanded dihydrothiophene derivative, which, via Lewis acid-induced shifting of an alkyl group, gives the thiophene 2. The reaction can be extended to analogues of 1; the OSi(CH3)3 group, however, is indispensable.
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Brückner et al. (1985) studied this question.
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