149946-84-9Relevant academic research and scientific papers
Synthesis of B-ring-fluorinated (?)-epicatechin gallate derivatives
Baumgarten, Kai D.,Czekelius, Constantin,Michaelis, Carina S.,Thieltges, David D. S.
supporting information, p. 4024 - 4028 (2020/06/09)
The synthesis of enantiomerically pure B-ring fluorinated catechin derivatives is presented. In a convergent approach the chromane was obtained by reaction of a lithiated fluoro-resorcine with an optically active epoxide. The latter was prepared from 3,4-
Asymmetric Synthesis of γ-Secondary Amino Alcohols via a Borrowing-Hydrogen Cascade
Chang, Xiaoyong,Chen, Fumin,He, Dongxu,Jin, Ming Yu,Pan, Yupeng,Xing, Xiangyou,You, Yipeng
supporting information, p. 7278 - 7283 (2020/10/02)
The borrowing-hydrogen (or hydrogen autotransfer) process, where the catalyst dehydrogenates a substrate and formally transfers the H atom to an unsaturated intermediate, is an atom-efficient and environmentally benign transformation. Described here is an example of an asymmetric borrowing-hydrogen cascade for the formal anti-Markovnikov hydroamination of allyl alcohols to synthesize optically enriched γ-secondary amino alcohols. By exploiting the Ru-(S)-iPrPyme catalyst with minimal stereogenicity, a cascade process including dehydrogenation, conjugate addition, and asymmetric reduction was developed. The mild conditions, functional group tolerance, and broad substrate scope (54 examples) demonstrate the synthetic practicality of the catalytic system.
Ruthenium-catalyzed remote electronic activation of aromatic C-F bonds
Watson, Andrew J. A.,Atkinson, Benjamin N.,Maxwell, Aoife C.,Williams, Jonathan M. J.
supporting information, p. 734 - 740 (2013/04/10)
The tandem isomerization and nucleophilic aromatic substitution of allylic fluoro-substituted benzylic alcohols is described for the first time. In the presence of the ruthenium complex Ru(PPh3)3(CO)(H) 2, 1-(4-fluorophenyl)prop-2-en-1-ol is converted into the corresponding para-amino ketone or para-phenolic substituted ketone. Copyright
