Titanocene(II)-Promoted Reaction of Thioacetals with Styrenes: Stereoselective Formation of (E)-β-Substituted Styrene Derivatives

Akira      Tsubouchi; Emi      Nishio; Koutaro      Arai; Takeshi      Takeda

doi:10.2174/1570178043400325

Abstract

(E)-β-Substituted styrenes were obtained stereoselectively by the titanocene(II)-promoted desulfurizative coupling of thioacetals with styrenes. It is suggested that the reaction proceeds through the regioselective formation of a titanacyclobutane intermediate, followed by ?-elimination.

Keywords: alkenes, elimination, carbene complexes, styrenes, titanocene(II)

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Letters in Organic Chemistry

Title: Titanocene(II)-Promoted Reaction of Thioacetals with Styrenes: Stereoselective Formation of (E)-β-Substituted Styrene Derivatives

Volume: 1 Issue: 4

Author(s): Akira Tsubouchi, Emi Nishio, Koutaro Arai and Takeshi Takeda

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Keywords: alkenes, elimination, carbene complexes, styrenes, titanocene(II)

Abstract: (E)-β-Substituted styrenes were obtained stereoselectively by the titanocene(II)-promoted desulfurizative coupling of thioacetals with styrenes. It is suggested that the reaction proceeds through the regioselective formation of a titanacyclobutane intermediate, followed by ?-elimination.

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Tsubouchi Akira, Nishio Emi, Arai Koutaro and Takeda Takeshi, Titanocene(II)-Promoted Reaction of Thioacetals with Styrenes: Stereoselective Formation of (E)-β-Substituted Styrene Derivatives, Letters in Organic Chemistry 2004; 1 (4) . https://dx.doi.org/10.2174/1570178043400325