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- W2951392194 abstract "A wide variety of benzotriazolyl-stabilized anions 2, obtained by the lithiation of 1-(α-alkoxyalkyl)-, 1-[α-(alkylthio)alkyl]-, and 1-[α-(carbazol-9-yl)alkyl]benzotriazoles 1, on reaction with aliphatic and aromatic aldehydes and ketones, followed by rearrangement induced by heating in the presence of zinc bromide, furnish one-carbon-homologated α-alkoxyalkyl, α-(alkylthio)alkyl, and α-(carbazol-9-yl)alkyl ketones 4 in simple one-pot operations in good yields with excellent regioselectivity. In several alkoxymethylene insertions, intermediate 2-alkoxyoxiranes were separated in good yields, demonstrating the epoxide mechanism for the rearrangements and providing a facile approach to polysubstituted 2-alkoxyoxiranes, another class of important compounds." @default.
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- W2951392194 date "1996-01-01" @default.
- W2951392194 modified "2023-09-26" @default.
- W2951392194 title "Novel and Efficient Insertions of Carbons Carrying O-, S-, and N-Linked Substituents: Synthesis of α-Alkoxyalkyl, α-(Alkylthio)alkyl, and α-(Carbazol-9-yl)alkyl Ketones" @default.
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- W2951392194 doi "https://doi.org/10.1021/jo960840p" @default.
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