106988-14-1Relevant academic research and scientific papers
Titanocene(II)-promoted reductive alkylation of anilides with thioacetals
Takeda, Takeshi,Yatsumonji, Yasutaka,Tsubouchi, Akira
, p. 3157 - 3160 (2005)
Titanocene(II)-promoted reaction of anilides with thioacetals followed by treatment with a small amount of water gave reductive alkylation products, anilines with a secondary alkyl group.
Conjugate reduction of α,β-unsaturated carbonyl compounds catalyzed by a copper carbene complex
Jurkauskas, Valdas,Sadighi, Joseph P.,Buchwald, Stephen L.
, p. 2417 - 2420 (2007/10/03)
(Matrix presented) An N-heterocyclic carbene copper chloride (NHC-CuCl) complex (2) has been prepared and used to catalyze the conjugate reduction of α,β-unsaturated carbonyl compounds. The combination of catalytic amounts of 2 and NaOt-Bu with poly(methy
Asymmetric 1,4-reductions of and 1,4-additions to enoates and related systems
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, (2008/06/13)
One aspect of the present invention relates to methods for the transition-metal-catalyzed asymmetric 1,4-addition of a nucleophile, e.g., hydride, to cyclic and acyclic enoates and enones. In certain embodiments of the methods of the present invention, th
Ring Expansion of Cyclobutanones to Cyclopentanones via α-Lithioalkyl Aryl Sulfoxides and Selenoxides
Gadwood, Robert C.,Mallick, Ishwar M.,DeWinter, Amy J.
, p. 774 - 782 (2007/10/02)
Reaction of α-lithioalkyl 2-chlorophenyl sulfoxides (prepared from the corresponding sulfoxides and LDA) with cyclobutanones affords adducts which undergo ring expansion to cyclopentanones upon treatment with potassium hydride.This reaction only works for cyclobutanones substituted at C2 with at least one phenyl or alkenyl group (type I and type II cyclobutanones).Cyclobutanones substituted at C2 with at least one alkyl group (type III and type IV cyclobutanones) undergo similar ring expansion upon treatment with α-lithioalkylphenyl selenoxides followed by direct thermolysis of the adducts.With both the sulfoxide and selenoxide reagents, the carbon atom inserted into the cyclobutanone can be unsubstituted, monosubstituted, or disubstituted.The ring expansions of 17 different cyclobutanones to 29 different cyclopentanones are presented.
