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- W2953247067 abstract "Lithium alkynylselenolate anions react completely with 1.0 equiv of Cp(2)Zr(H)Cl in THF at room temperature to give exclusively the alpha-zirconated vinylselenolate intermediates 23-27, which by treatment with an alkyl halide afforded the alpha-zirconated vinyl alkylselenide intermediates 29-33. Reaction of 29-33 with butyltellurenyl bromide results in the formation of ketene telluro(seleno) acetals 35-39 with total control of the regio- and stereochemistry. The synthetic utility of the ketene telluro(seleno) acetals obtained here was demonstrated by reaction of 36 with butyllithium. This promotes the exclusive and stereospecific removal of the tellurium moiety and enables formation of the corresponding selenium-containing allylic alcohol of type 44, alpha-(alkylseleno)-alpha,beta-unsaturated aldehyde 45, ester 46, or carboxylic acid 47, after reaction with different types of electrophiles." @default.
- W2953247067 created "2019-06-27" @default.
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- W2953247067 creator A5046312369 @default.
- W2953247067 creator A5074244890 @default.
- W2953247067 date "1999-12-10" @default.
- W2953247067 modified "2023-10-09" @default.
- W2953247067 title "Hydrozirconation of Lithium Alkynylselenolate Anions. Generation and Reactions of α-Zirconated Vinyl Selenide Intermediates" @default.
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- W2953247067 doi "https://doi.org/10.1021/jo991016e" @default.
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