Metallation of 5- and 6-membered ring sultones

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Abstract
Treatment of 1,3-propane and 1,4-butane sultone with n-butyllithium in tetrahydrofuran at −78° has been shown to result in metallation α to the sulfonyl group. This is in contrast to ring opening which has been observed when the reaction was carried out at room temperature (1,2). The products obtained from the interaction of the lithio derivatives 3 and 4 with carbonyl compounds and alkyl halides are described.

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