Crown Ether-Derived Chiral BINOL: Enantioselective Michael Addition of Alkenyl Boronic Acids to α,β-Unsaturated Ketones
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DOI: 10.1021/acsomega.1c05875
Abstract: A new class of aza-crown ether-derived chiral BINOL catalysts were designed, synthesized, and applied in the asymmetric Michael addition of alkenylboronic acids to α,β-unsaturated ketones. It was found that introducing aza-crown ethers to the BINOL… read more here.
Keywords: derived chiral; ether derived; chiral binol; crown ether ... See more keywords
Isomannide-Derived Chiral Rigid Fully Biobased Polybenzoxazines
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DOI: 10.1021/acssuschemeng.9b05305
Abstract: Biobased phenols and amines are attractive feedstock in rapid emerging polybenzoxazine thermosets. Renewable benzoxazines are mainly monofunctional due to structure limitation of raw materials, esp... read more here.
Keywords: fully biobased; derived chiral; rigid fully; isomannide derived ... See more keywords
F10BINOL-derived chiral phosphoric acid-catalyzed enantioselective carbonyl-ene reaction: theoretical elucidation of stereochemical outcomes† †Electronic supplementary information (ESI) available. See DOI: 10.1039/c8sc03587c
Sign Up to like & getrecommendations! Published in 2019 at "Chemical Science"
DOI: 10.1039/c8sc03587c
Abstract: An enantioselective carbonyl-ene reaction of 1,1-disubstituted olefins with ethyl glyoxylate was accomplished using an F10BINOL-derived chiral phosphoric acid of which the perfluoro-binaphthyl skeleton is beneficial not only for adopting high catalytic activity but also for… read more here.
Keywords: carbonyl ene; f10binol derived; derived chiral; chiral phosphoric ... See more keywords
Diastereoselective C-alkylation of aldimines, derived from chiral α-carbon heteroatom-substituted aldehydes, with triethylborane. Application to the synthesis of benzylisoquinolines
Sign Up to like & getrecommendations! Published in 2023 at "RSC Advances"
DOI: 10.1039/d3ra01397a
Abstract: The one-pot reaction of a chiral aldehyde, p-methoxyaniline or p-fluoroaniline, and triethylborane produces the corresponding alkylated chiral amine with high yields and diastereoisomeric ratios. Stereocontrol is induced by the presence of a heteroatom in the… read more here.
Keywords: heteroatom; diastereoselective alkylation; alkylation aldimines; synthesis ... See more keywords