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- W2952334691 abstract "Abstract Chemo- and stereoselectivity in the ring-opening reaction of epoxides with a reagent prepared from allylmagnesium halide and chlorotitanium triphenoxide is described. It has been proven that the allylating reagent can also be used for the reaction of epoxides bearing a tert -butyl ester, amide, or acetal moiety, and that the epoxide cleavage regioselectively takes place at the more substituted carbon in all cases. Interestingly, while the reaction of acyclic 2,2,3-trialkyl epoxides or 3,3-disubstituted 2,3-epoxy alcohol derivatives with the allyltitanium reagent yielded the allylated products as an almost 1:1 diastereomixture, the ring-opening reaction of 2-substituted 2,3-epoxy alcohol derivatives stereospecifically proceeded through the anti pathway. The latter reaction is extremely useful for asymmetric construction of quaternary carbon centers." @default.
- W2952334691 created "2019-06-27" @default.
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- W2952334691 creator A5027956593 @default.
- W2952334691 creator A5067122119 @default.
- W2952334691 creator A5090835480 @default.
- W2952334691 date "2005-07-01" @default.
- W2952334691 modified "2023-10-14" @default.
- W2952334691 title "Chemo- and stereoselectivity in titanium-mediated regioselective ring-opening reaction of epoxides at the more substituted carbon" @default.
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- W2952334691 doi "https://doi.org/10.1016/j.tet.2005.05.006" @default.
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