1415560-39-2Relevant academic research and scientific papers
Enantioselective Multicomponent Condensation Reactions of Phenols, Aldehydes, and Boronates Catalyzed by Chiral Biphenols
Barbato, Keith S.,Luan, Yi,Ramella, Daniele,Panek, James S.,Schaus, Scott E.
supporting information, p. 5812 - 5815 (2015/12/11)
Chiral diols and biphenols catalyze the multicomponent condensation reaction of phenols, aldehydes, and alkenyl or aryl boronates. The condensation products are formed in good yields and enantioselectivities. The reaction proceeds via an initial Friedel-Crafts alkylation of the aldehyde and phenol to yield an ortho-quinone methide that undergoes an enantioselective boronate addition. A cyclization pathway was discovered while exploring the scope of the reaction that provides access to chiral 2,4-diaryl chroman products, the core of which is a structural motif found in natural products.
Enantioselective addition of boronates to o -quinone methides catalyzed by chiral biphenols
Luan, Yi,Schaus, Scott E.
, p. 19965 - 19968 (2013/02/22)
Chiral biphenols were found to catalyze the enantioselective asymmetric addition of aryl- or alkenylboronates to o-quinone methides. Substituted 2-styryl phenols were obtained in good yields (up to 95%) with high enantiomeric ratios (up to 98:2) in the pr
