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• W4386084417 abstract "A systematic study is undertaken to investigate the less explored endo-trig radical cyclization in activated olefin-appended epoxides using Cp2TiCl. The radical generated by the Ti(III)-promoted reductive opening of the epoxy ring promptly underwent endo-trig cyclization, giving access to differently 1,3-disubstituted six- and seven-membered carbocycles in good yields and diastereoselectivity. This protocol was successfully employed in the construction of 5,7- and 6,7-fused bicyclic frameworks entailing a de novo synthesis of (±)-isoclavukerin A belonging to tri-nor-guaiane class of sesquiterpene natural products in eight simple steps from commercially available starting materials. Besides the Ti(III)-mediated reaction serving as a key step in the synthesis, a sequential [2,3]-sigmatropic rearrangement/syn-elimination of an allyl sulfenate intermediate successfully rendered the highly constrained diene moiety in the hydroazulene core of the target molecule." @default.
• W4386084417 created "2023-08-24" @default.
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• W4386084417 date "2023-08-23" @default.
• W4386084417 modified "2023-09-26" @default.
• W4386084417 title "Cp₂TiCl-Promoted <i>Endo-Trig</i> Radical Cyclization to Six- and Seven-Membered Carbocycles: Synthesis of (±)-Isoclavukerin A" @default.
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• W4386084417 doi "https://doi.org/10.1021/acs.joc.3c01356" @default.
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• W4386084417 hasPublicationYear "2023" @default.
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