Extension to the Silyl-Tethered Radical Cyclization: Cyclohex-2-en-1-oxy Vinyl Silanes in Stereoselective Radical Addition/Cyclization Cascades - École polytechnique Accéder directement au contenu
Article Dans Une Revue Organic Letters Année : 2017

Extension to the Silyl-Tethered Radical Cyclization: Cyclohex-2-en-1-oxy Vinyl Silanes in Stereoselective Radical Addition/Cyclization Cascades

Résumé

A novel radical cascade reaction of xanthates with 1-[(vinyldimethylsilyl)oxy]cyclohex-2-enes is developed. Due to the steric and electronic differentiation of the two olefinic functions, exclusive regioselectivity and high stereoselectivity of the addition-cyclization are observed. Several methods for modification of both the silicon tether and the xanthate function are reported.

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Chimie organique
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Dates et versions

hal-02090663 , version 1 (05-04-2019)

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Citer

Andrey Mikhaylov, Samir Z. Zard. Extension to the Silyl-Tethered Radical Cyclization: Cyclohex-2-en-1-oxy Vinyl Silanes in Stereoselective Radical Addition/Cyclization Cascades. Organic Letters, 2017, 19 (7), pp.1866-1869. ⟨10.1021/acs.orglett.7b00627⟩. ⟨hal-02090663⟩
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