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A variety of carbonyl compounds were treated by allylSmBr (allylSmBr) with MeOH as the cosolvent to have further insights on the previously reported reductive coupling of aryl ketones mediated by Sm/alkyl halide/MeOH. The results demonstrate that the real reducing species in Sm/alkyl halide/MeOH system should be allylSmBr, and MeOH has elegantly switched the reactivity of allylSmBr from being nucleophilic...
Diastereoselective synthesis of cis-1,2-disubstituted cyclopropanols and cyclopent-3-enols has been achieved from readily available β-benzotriazolyl ketones (β-Bt ketones) via a C–N(Bt) bond cleavage/cyclization process promoted by SmI 2 /HMPA.
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