Direct asymmetric α-fluorination of aldehydes

Direct asymmetric α-fluorination of aldehydes
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DOI:
10.1002/anie.200500571
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发表时间:
2005-01-01
影响因子:
16.6
通讯作者:
Barbas, CF
Barbas, CF
中科院分区:
化学1区
文献类型:
--
作者:
Steiner, DD;Mase, N;Barbas, CF

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1 CH3CN 87 25 2 DMF 92 20 3 DMSO 30 22 4 THF 94 28 5 1,4-二氧六环93 25 6 CH 2Cl 2 32 18 7 NMP [c] 87 19 8 Et 2 O 10 20 9甲苯9 15 10 MeOH 93 5 11 EtOH 76 15 12 C6 H14 8 17 13 H2O NR NR 14[bmim] PF 6 [d]通过粗反应混合物的1H NMR光谱测量转化率,并与GC相关联,这是由于产物的高挥发性。[b]通过手性GLC分析(Bodman g-TA)测定对映体过量。[c]NMP= N-甲基吡咯烷酮。[d]BMIM= 1-丁基-3-甲基咪唑鎓。
1 CH3CN 87 25 2 DMF 92 20 3 DMSO 30 22 4 THF 94 28 5 1, 4-dioxane 93 25 6 CH2Cl2 32 18 7 NMP [c] 87 19 8 Et2O 10 20 9 toluene 9 15 10 MeOH 93 5 11 EtOH 76 15 12 C6H14 8 17 13 H2O NR NR 14[bmim] PF6 [d] 39 26 15[bmim] BF4 [d] 56 19 [a] Conversion measured by 1H NMR spectroscopy of the crude reaction mixture and correlated to GC, owing to high volatility of products.[b] Enantiomeric excess determined by chiral GLC analysis (Bodman g-TA).[c] NMP= N-methylpyrrolidinone.[d] BMIM= 1-butyl-3-methylimidizolium.