1607010-92-3Relevant academic research and scientific papers
Catalytic Enantioselective Synthesis of 2-Aryl Chromenes and Related Phosphoramidite Ligands and Catalyst Compounds
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Paragraph 0117, (2015/11/24)
Methods to access 2-aryl chromene compounds via an asymmetric catalytic process.
Improved synthesis of structural analogues of (-)-epicatechin gallate for modulation of staphylococcal β-lactam resistance
Anderson, James C.,Grounds, Helen,Reeves, Suzanna,Taylor, Peter W.
, p. 3485 - 3490 (2014/05/06)
The high-yielding synthesis of enantiomerically pure epicatechin gallate analogues where the A and/or B-ring hydroxylation is reduced or altered has been achieved by optimising routes to the catechin stereochemistry. The B-ring analogues were synthesised by using an electrophilic ring closure onto an enantiomerically enriched epoxide as a key step. The A and B-ring hydroxyl-deleted analogues were synthesised through a Mitsunobu cyclisation. For the B-ring analogues, the anti- (catechin) stereochemistry was converted to the syn- (epicatechin) stereochemistry by a known oxidation/reduction protocol. Absolute stereochemistry was derived from either a Sharpless epoxidation or asymmetric dihydroxylation.
Catalytic enantioselective synthesis of 2-aryl-chromenes
Zeng, Bi-Shun,Yu, Xinyi,Siu, Paul W.,Scheidt, Karl A.
, p. 2277 - 2281 (2014/05/20)
An enantioselective Pd-catalyzed 6-endo-trig reaction for the synthesis of 2-aryl-chromenes has been developed. A systematic optimization of a TADDOL-derived ligand set resulted in the identification of a novel monodentate phosphoramidite-palladium catalyst that accesses 2-aryl-2H-chromenes with high yield and enantioselectivity under mild conditions. The products obtained from this method can be transformed into biologically active compounds through functionalization of the chromene alkene. This journal is the Partner Organisations 2014.
