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• W2145942360 abstract "2-Iodo- and 2-bromoethyl allyl ethers undergo a highly diastereoselective ring closure producing trans-4,5-disubstituted lactols. After oxidation with m-chloroperbenzoic acid, trans-4,5-disubstituted butyrolactones (2-furanones) proceeds in satisfactory overall yield (45–56 %; >99% trans) for a range of substituted precursors 1 (R2 = phenyl, n-hexyl or i-propyl). The use of cyclic 2-iodoacetals as precursors for the ring closure leads to new bicyclic heterocycles, such as 6a and 6b, with high endo-selectivity (>96% endo). An endo-selective preparation of a pyrrolidine is also reported (endo >96%), although in this case, the intermediate zinc reagent could only be trapped effiently by deuterolysis, due to its low reactivity." @default.
• W2145942360 created "2016-06-24" @default.
• W2145942360 creator A5074419345 @default.
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• W2145942360 date "1994-11-01" @default.
• W2145942360 modified "2023-10-16" @default.
• W2145942360 title "Stereoselective synthesis of substituted tetrahydrofurans and butyrolactones by a new nickel catalyzed carbozincation" @default.
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• W2145942360 doi "https://doi.org/10.1016/s0040-4039(00)74404-2" @default.
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