Synthesis of Nitrogen-Functionalized Cyclohexanes Using Chemoselective Conjugate Addition of Phenyllithium to Linear. OMEGA.-Nitro-. ALPHA.,. BETA.,. PSI.,. …

T Yasuhara, K Nishimura, E Osafune…

文献索引：Yasuhara, Tomohisa; Nishimura, Katsumi; Osafune, Emi; Muraoka, Osamu; Tomioka, Kiyoshi Chemical and Pharmaceutical Bulletin, 2004 , vol. 52, # 9 p. 1109 - 1113

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被引用次数: 4

摘要

Nitrogen-functionalized cyclohexane derivatives with three contiguous chiral centers were synthesized by nitroalkene-selective conjugate addition of phenyllithium to a ω-nitro-α, β, ψ, ω-unsaturated ester and subsequent stereocontrolled intramolecular nitro-Michael cyclization with cesium fluoride and a quaternary ammonium bromide. The cyclohexanes were applicable to the total synthesis of α-, β-and γ-lycoranes.