42565-25-3Relevant academic research and scientific papers
InCl3-Zn. A novel reduction system for the deoxygenative coupling of carbonyl compounds to olefins
Barman,Thakur,Prajapati,Sandhu
, p. 515 - 516 (2001)
A simple and inexpensive procedure for the deoxygenative homo-coupling and cross-coupling of carbonyl compounds with InCl3-Zn system in dry acetonitrile at ambient pressure is achieved. The procedure gives excellent yields of E-olefinic products.
Optically Active trans-Diethylstilbesterol Oxide Monomethyl Ether
Oda, Taiko,Watanuki, Mitsuru,Sato, Yoshihiro,Hata, Tadashi
, p. 810 - 815 (2007/10/02)
Diethylstilbestrol oxide is a metabolic intermediate of diethylstilbestrol.In order to elucidate the effects of optically active diethylstilbestrol oxides on microtubule assembly and cell culture, we synthesized (+/-)-diethylstilbestrol oxide (2a).Since 2a was not stable under moderately acidic and basic conditions, the monomethyl ether (2c) of diethylstilbestrol oxide, which was more stable than 2a, was separated by high-pressure liquid chromatography using a chiral column.The mono (4-bromobenzoate) of (-)-2c was analyzed by X-ray crystallography and its absolute structure was determined as C (1R,1'R).Keywords: optical resolution; diethylstilbestrol oxide monomethyl ether; absolute structure; X-ray crystallography; pig liver esterase; diethylstilbestrol oxide
Stereochemistry and Side Products in Reductive Coupling of Alkyl Aryl Ketones to 1,2-Dialkyl-1,2-diarylethylenes
Leimner, Juergen,Weyerstahl, Peter
, p. 3697 - 3705 (2007/10/02)
The reductive coupling of alkyl aryl ketones 1 - 3 and 7 - 9 by low valent titanium salts yields predominantly the (Z)-isomers of 11 - 13 and 17 - 19.Evidence is given by 1H NMR spectroscopy.This behavior can be explained by ?-complex formation of phenyl rings with Ti0.Severe steric hindrance, however, favors the (E)-isomers ( -> 14 and 15).Donor groups in p-position, particularly, give increasing amounts of pinacols, 23 - 27, which undergo rearrangement to the ketones 28 and 29.
