78423-10-6Relevant articles and documents
Enantioselective α-Arylation of Ketones via a Novel Cu(I)-Bis(phosphine) Dioxide Catalytic System
Escudero-Casao, Margarita,Licini, Giulia,Orlandi, Manuel
, p. 3289 - 3294 (2021/04/07)
A novel catalytic system based on copper(I) and chiral bis(phosphine) dioxides is described. This allows the arylation of silyl enol ethers to access enolizable α-arylated ketones in good yields and enantiomeric excess up to 95%. Noncyclic ketones are amenable substrates with this method, which complements other approaches based on palladium catalysis. Optimization of the ligand structure is accomplished via rational design driven by correlation analysis. Preliminary mechanistic hypotheses are also evaluated in order to identify the role of chiral bis(phosphine) dioxides.
Development of bivalent triarylalkene- and cyclofenil-derived dual estrogen receptor antagonists and downregulators
Baecker, Daniel,Gaggia, Francesca,Gust, Ronald,Kalchschmid, Christina,Knox, Alexandra,Manzl, Claudia,Schuster, Daniela
supporting information, (2020/03/13)
Up to 80% of mammary carcinoma initially exhibit estrogen-dependent growth, which can be treated by aromatase inhibitors or SERMs/SERDs. To increase the options after failure of the hormonal therapy with these drugs, the search for alternatives with a dif
Synthesis of Highly Stereodefined Tetrasubstituted Acyclic All-Carbon Olefins via a Syn-Elimination Approach
Lim, Ngiap-Kie,Weiss, Patrick,Li, Beryl X.,McCulley, Christina H.,Hare, Stephanie R.,Bensema, Bronwyn L.,Palazzo, Teresa A.,Tantillo, Dean J.,Zhang, Haiming,Gosselin, Francis
supporting information, p. 6212 - 6215 (2017/11/24)
An efficient synthesis of stereodefined tetrasubstituted acyclic all-carbon olefins has been developed via a bis(2,6-xylyl)phosphate formation of stereoenriched tertiary alcohols, followed by in situ syn-elimination of the corresponding phosphates under mild conditions. This chemistry tolerates a wide variety of electronically and sterically diverse substrates and generates the desired tetrasubstituted olefins in high yields and stereoselectivities (>95:5) in most cases. This stereocontrolled olefin synthesis has been applied to the synthesis of anticancer drug tamoxifen in three steps from commercially available 1,2-diphenylbutan-1-one in 97:3 stereoselectivity and 78% overall yield.