1309687-09-9Relevant academic research and scientific papers
Catalytic Asymmetric Synthesis of Chiral Dihydrobenzofurans through a Formal [4+1] Annulation Reaction of Sulfur Ylides and In Situ Generated ortho-Quinone Methides
Yang, Qing-Qing,Xiao, Wen-Jing
, p. 233 - 236 (2017)
The first example of a catalytic asymmetric formal [4+1] annulation reaction between sulfur ylides and in situ generated ortho-quinone methides (o-QMs) is reported in this work. A C2-symmetric chiral urea was identified to be the best H-bonding catalyst, affording a wide range of chiral 2,3-dihydrobenzofurans in high yields and moderate enantioselectivities [70–98 % yields, up to 89:11 e.r. (enantiomeric ratio)].
Enantioselective cycloetherification in a micellar catalysis system
Samant, Bhupesh S.,Bhagwat, Sunil S.
scheme or table, p. 231 - 234 (2011/09/30)
The enantioselective cycloetherification of substituted keto phenols into their corresponding dihydrobenzofuran derivatives was carried out using hydrogen peroxide and chiral quaternary ammonium iodide in micellar media. This approach increased the conversion rate of cycloetherification and also widened the scope of this particular reaction for various substituted keto phenols with electron withdrawing as well as electron donating functionalities. The use of a surfactant in the cycloetherification reaction increased the yield of the corresponding enantioselective dihydrobenzofuran four times. The conversion rate of keto phenols into their corresponding dihydrobenzofuran derivatives was proportional to the concentration of the surfactant used in the reaction.
