64154-47-8Relevant academic research and scientific papers
Quantitative Analyses of the Four Isomers of 3,4-Diphenylcyclopentene by Chiral Gas Chromatography
Asuncion, Lisa A.,Baldwin, John E.
, p. 5778 - 5784 (1995)
The four isomers of 3,4-diphenylcyclopentene are well resolved by chiral gas chromatography on a Cyclodex B column, eluting in the ordered sequence (3S,4R), (3R,4S), (3S,4S) and (3R,4R).Absolute stereochemical assignments were made through chemical correlations relating the 3,4-diphenylcyclopentenes with a known reference compound, (1S,2S)-(+)-cis-2-phenylcyclopentanol.
Diastereoselective Palladium-Catalyzed Conjugate Addition of Arylboronic Acids to α-Substituted Cyclic Enones
Gao, Ang,Liu, Xiu-Yan,Ding, Chang-Hua,Hou, Xue-Long
supporting information, p. 2829 - 2832 (2017/10/07)
A palladium-catalyzed conjugate addition of arylboronic acids to α-substituted cyclic enones was developed to give α,β-disubstituted ketones with high diastereoselectivity. Mechanistic investigation showed that the high diastereoselectivity was realized through epimerization.
Asymmetric carbon-carbon bond formations by conjugate additions of lithiated N-Boc allylic amines to nitroalkenes: Enantioselective synthesis of functionalized cyclopentanoids
Johnson, Timothy A.,Curtis, Michael D.,Beak, Peter
, p. 2747 - 2749 (2007/10/03)
(Matrix presented) Allylic organolithiums generated by enantioselective deprotonation of N-Boc-N-(p-methoxyphenyl) allylic amines undergo conjugate additions with nitroalkenes to provide enecarbamates containing two contiguous stereogenic centers in good
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.
