Combination of gas chromatography with mass and PMR spectroscopy in research on structure and composition for unsaturated secondary alcohols

Vykhrestyuk, N. I.; Bagatchenko, G. S.; Gordash, Yu. T.; Тихонов, В. П.; Tkachenko, D. A.; Chernyshev, I. A.

doi:10.1007/bf00617451

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2006

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“…2a: Liquid; 1 H NMR (400 MHz, CDCl 3 ) δ 4.99 (s, 1H), 4.76 (s, 1H), 4.24−4.16 (m, 1H), 2.11−1.92 (m, 3H), 1.49−1.39 (m, 2H), 1.38−1.20 (m, 7H), 0.87 (t, J = 6.6 Hz, 3H); 13 C NMR (CDCl 3 , 100 MHz) δ 153.5, 107.8, 70.8, 31.7, 31.6, 27.7, 22.5, 22.1, 14.0; MS ( m / z ) 142 (M + , 1.35), 71 (100); IR (neat, cm -1 ) 3361, 2930, 2861, 1647, 1458.…”

Section: Methodsmentioning

confidence: 99%

Studies on the Cu(I)-Catalyzed Regioselective anti-Carbometallation of Secondary Terminal Propargylic Alcohols

2006

J. Org. Chem.

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A highly regioselective Cu(I)-catalyzed anti-carbometallation of secondary terminal propargylic alcohols with 1 degrees alkyl or aryl Grignard reagents affording 2-substituted allylic alcohols was developed. By using this method, optically active allylic alcohols can be prepared from the optically active propargylic alcohols without obvious loss of the enantiopurity. The cyclic organometallic intermediate formed may undergo an iodination or a Pd(0)-catalyzed coupling reaction to afford stereo-defined allylic alcohols.

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Section: Methodsmentioning

confidence: 99%

Studies on the Cu(I)-Catalyzed Regioselective anti-Carbometallation of Secondary Terminal Propargylic Alcohols

2006

J. Org. Chem.

View full text Add to dashboard Cite

show abstract

Combination of gas chromatography with mass and PMR spectroscopy in research on structure and composition for unsaturated secondary alcohols

Cited by 1 publication

References 4 publications

Studies on the Cu(I)-Catalyzed Regioselective anti-Carbometallation of Secondary Terminal Propargylic Alcohols

Studies on the Cu(I)-Catalyzed Regioselective anti-Carbometallation of Secondary Terminal Propargylic Alcohols

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