Tetrahedron Letters

Electroreductive hydrocoupling of activated olefins with ketones or aldehydes in the presence of trimethylchlorosilane

T Shono, H Ohmizu, S Kawakami, H Sugiyama

Index: Shono, Tatsuya; Ohmizu, Hiroshi; Kawakami, Souta; Sugiyama, Hiroshi Tetrahedron Letters, 1980 , vol. 21, p. 5029 - 5032

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Citation Number: 50

Abstract

Bp 97 °C/5 mmHg; NMR (CCl 4 ) δ 0.90 (t, 3H, CH 3 -, J = 7 Hz), 1.10–1.60 (m, 8H, −CH 2 -), 1.30 (s, 3H, CH 3 -), 1.98 (d, 2H, −CH 2 -, J = 7 Hz), 2.36 (d, 2H, −CH 2 CO-, J = 7 Hz); IR (neat) 1760 (C = 0), 1260, 1200, 1160, 1140, 950, 930 cm −1 ; MS m/e 170 (M + ). Anal. Calcd for C 10 H 18 O 2 : C, 70.54; H, 10.66. Found: C, 70.23; H, 10.58. ... Reduction peak potentials of methyl acrylate, butyraldehyde, and 2-heptanone are − 2.16, − 2.24, and – 2.68 vs. ...