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Volumn 35, Issue 10, 2006, Pages 1104-1105

Addition of sec-alcohols to alkynes through a radical process using NHPI/CoII/O2 system

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EID: 33846073628 PISSN: 03667022 EISSN: None Source Type: Journal
DOI: 10.1246/cl.2006.1104 Document Type: Article

Times cited : (24)

References (17)

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14
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- A typical experimental procedure is as follows; to a mixture of NHPI (0.1 mmol) and Co(acac)2 (50 μmol) were added 1a (5 mmol) and 2a (1 mmol, The reaction mixture was stirred at 75°C for 15 h under dioxygen. The product was isolated by column chromatography (230-400 mesh silica gel, n-hexane:ethyl acetate, 5-20:1, The yields of products were estimated from the peak areas based on the internal standard technique using GC. The prodcuts 3 and 4 were reported previously.6,7 Data for 5: IR (KBr, cm-1, 3589, 2994, 1792, 1393, 1252, 1142, 1075, 971. 1HNMR (270 MHz, CD3OD, δ 2.80 (s, 1H, 0.94 (s, 3H, 0.84 (s, 3H, 0.81 (s, 3H, 0.79 (s, 3H, 13C NMR 68 MHz, CD3OD, δ 172.7, 170.4, 85.9, 83.0, 82.1, 56.5, 30.1, 24.6, 24.6, 23.6. Anal. Calcd for C10H14O4: C, 56.07; H, 6.59, Found: C, 55.91; H, 6.42
- 4: C, 56.07; H, 6.59%. Found: C, 55.91; H, 6.42%.

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