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Kulinkovich加成

发布时间:2025年07月25日 12:18

ed ammonium chloride. The aqueous layer

was then extracted with Et2O (4 × 100 mL). The combined organic washes were dried over MgSO4 and filtered to a colorless solution. Concentration and purification over silica gel (Rf = 0.30 in 4.5:1 hexanes/ EtOAc) afforded 404 mg cyclopropanyl alcohol as a colorless

oil, in a yield of 60%.

【 J. Am. Chem. Soc. , 2005, 127, 13813】

To a solution of 150 g ethyl 2-{[tert-butyl(diphenyl)silyl]-oxy}acetate (0.46 mol) in 3.0 L THF was added 30 mL Ti(O-i-Pr)4 (0.10 mol) at −10◦C. A solution of 365 mL 3.0 M EtMgBr in THF (1.09 mol) was added to the mixture dropwise within 4 h under nitrogen, while temperature was controlled

1-({[tert-butyl(diphenyl)silyl]oxy}methyl)cyclopropanol (30 g) was obtained from the mother liquor. A total of 114 g cyclopropanol was obtained, in a yield of 80%.

【 J. Med. Chem. , 2004, 47, 2864】

参考资料:

一、Strategic Applications of Named Reactions in OrganicSynthesis, László Kürti and Barbara Czakó, Kulinkovich Reaction, page 256-257。

二、Comprehensive Organic Name Reactions and Reagents, by Zerong Wang,P1708。

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