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1 article(s) from Reddy, A. Srinivas

conjugate addition

A. Srinivas Reddy and
Kenneth K. Laali

Beilstein J. Org. Chem. 2015, 11, 1641–1648, doi:10.3762/bjoc.11.180

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Graphical Abstract

Scheme 1: Reaction of benzyl allenoate (1) with TMSBr with and without Selectfluor (E/Z designations, as illu...

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Scheme 2: Reaction of benzyl allenoate (1) with TMSBr with and without Selectfluor in IL solvents (E/Z design...

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Scheme 3: Reaction of benzyl allenoate (1) with TMSI and TMSCl, with and without Selectfluor (E/Z designation...

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Scheme 4: Reaction of benzyl allenoate (1) with NH₄SCN/Selectfluor in different solvents (E/Z designations, a...

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Figure 1: Allene esters synthesized for this study.

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Scheme 5: Reaction of ethyl allenoate (2) with TMSX/Selectfluor and NH₄SCN/Selectfluor (E/Z designations, as ...

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Scheme 6: Reaction of ethyl allenoate 3 with TMSX/Selectfluor and NH₄SCN/Selectfluor (E/Z designations, as il...

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Scheme 7: Reaction of benzyl allenoate 4 with TMSX (X = Br, and Cl)/Selectfluor and NH₄SCN/Selectfluor (E/Z d...

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Scheme 8: Reaction of ethyl allenoate 5 with TMSI/Selecfluor in DMF and MeCN as the solvents (E/Z designation...

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Scheme 9: Reaction of benzyl allenoate 6 with NH₄SCN in presence and absence of Selectfluor.

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Scheme 10: Influence of allenoate structure.

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Published 16 Sep 2015

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Reaction of allene esters with Selectfluor/TMSX (X = I, Br, Cl) and Selectfluor/NH4SCN: Competing oxidative/electrophilic dihalogenation and nucleophilic/conjugate addition

Reaction of allene esters with Selectfluor/TMSX (X = I, Br, Cl) and Selectfluor/NH₄SCN: Competing oxidative/electrophilic dihalogenation and nucleophilic/conjugate addition