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

Abstract : 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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Submitted on : Friday, April 5, 2019 - 9:09:34 AM
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Andrey Mikhaylov, Samir Zard. Extension to the Silyl-Tethered Radical Cyclization: Cyclohex-2-en-1-oxy Vinyl Silanes in Stereoselective Radical Addition/Cyclization Cascades. Organic Letters, American Chemical Society, 2017, 19 (7), pp.1866-1869. ⟨10.1021/acs.orglett.7b00627⟩. ⟨hal-02090663⟩

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