Tetrahedron

Arene-catalysed lithiation of triflates and triflamides under barbier-type conditions: An indirect transformation of alcohols and amines into organolithium compounds

E Alonso, DJ Ramón, M Yus

文献索引：Alonso, Emma; Ramon, Diego J.; Yus, Miguel Tetrahedron, 1996 , vol. 52, # 45 p. 14341 - 14348

被引用次数: 16

摘要

The reaction of alkyl triflates 1 or allyl or benzyl triflamides 3 with an excess of lithium powder and a catalytic amount of naphthalene (4 mol%) in the presence of different electrophiles [Me3SiCl, PriCHO, ButCHO, PhCHO, 4-MeOC6H4CHO, CH3 (CH2) 6CHO, Et2CO,(CH2) 5CO,(c-C3H5) 2CO, PhCOMe, 4-MeC6H4COPh, PhCH= NPh, n-C8H7CON (CH2) 4] in THF at temperature ranging between− 78 and 0° C leads, after hydrolysis with ...

~90%

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~40%

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~93%

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~47%

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~54%

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~24%

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~67%

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~55%

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~49%

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~45%

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~32%

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~42%

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~80%

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~59%

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~60%

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~75%

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~50%

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~27%

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~15%

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~61%

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