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- W2001781808 abstract "Abstract The reactions of ethyl 2‐acetoxy‐2‐diphenylmethyleneaminoacetate ( 1 ) with organocopper reagents derived from bicyclopropylidene ( 2 ) and methylenecyclopropane ( 3 ) are accompanied by an unusual mode of opening of one three‐membered ring to give 4‐methylene‐1,2,3,4‐tetrahydropyridine derivatives 8a, 9 in good yields. The cuprate derived from methylenespiropentane ( 4 ) reacts with 1 to yield both the normal substitution product 14 (37%) as well as the rearrangement product 15 (34%), while the simple cyclopropylcuprate undergoes substitution to give the protected cyclopropylglycine 16 (75%) without rearrangement. The tetrahydropyridine 8a shows an interesting tautomerism in solution. The 4‐cyclopropylidenetetrahydropyridine 15 undergoes an unusual dehydrodimerization to produce two separable rotamers, C 2 ‐ 19 and C 1 ‐ 19 , via 18 ." @default.
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- W2001781808 date "1997-11-01" @default.
- W2001781808 modified "2023-10-15" @default.
- W2001781808 title "Cyclopropyl Building Blocks for Organic Synthesis, 42. An Unprecedented Mode of Ring Opening of Methylenecyclopropane Moieties – Reactions of Methylenecyclopropanecopper Reagents with an Electrophilic Glycine Equivalent" @default.
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- W2001781808 doi "https://doi.org/10.1002/jlac.199719971105" @default.
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