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

Full Text: HTML

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. ...

Related Articles:

Trichlorotitanium and alkoxytitanium homoenolates. Preparation, characterization, and utilization for organic synthesis

[Nakamura,E.; Oshino,H.; Kuwajima,I. Journal of the American Chemical Society, 1986 , vol. 108, p. 3745]

Silicon in Synthesis. 10. The (Trimethylsilyl) allyl Anion: A. beta.-Acyl Anion Equivalent for the Conversion of Aldehydes and Ketones into. gamma.-Lactones

[Ehlinger, Ed; Magnus, Philip Journal of the American Chemical Society, 1980 , vol. 102, # 15 p. 5004 - 5011]

General synthesis of 1-oxaspiro [4.5] decan-2-ones and 1-oxaspiro [4.5] decanes from 5-methylene-2 (5H)-furanone

[Alonso, Daniel; Font, Josep; Ortuno, Rosa M. Journal of Organic Chemistry, 1991 , vol. 56, # 19 p. 5567 - 5572]

A general approach to the synthesis of butanolides: synthesis of the sex pheromone of the Japanese beetle

[Baskaran, Sundarababu; Islam, Imadul; Chandrasekaran, Srinivasan Journal of Organic Chemistry, 1990 , vol. 55, # 3 p. 891 - 895]

Methyl 3-phenylsulphonyl orthopropionate: an efficient reagent for the synthesis of γ-lactones and butenolides

[Carretero, Juan Carlos; Lombaert, Stephane De; Ghosez, Leon Tetrahedron Letters, 1987 , vol. 28, # 19 p. 2135 - 2138]

More Articles...