93261-68-8Relevant academic research and scientific papers
Efficient syntheses of korupensamines A, B and michellamine B by asymmetric Suzuki-Miyaura coupling reactions
Xu, Guangqing,Fu, Wenzhen,Liu, Guodu,Senanayake, Chris H.,Tang, Wenjun
supporting information, p. 570 - 573 (2014/02/14)
Efficient asymmetric Suzuki-Miyaura coupling reactions are employed for the first time in total syntheses of chiral biaryl natural products korupensamine A and B in combination with an effective diastereoselective hydrogenation, allowing ultimately a concise and stereoselective synthesis of michellamine B. Chiral monophosphorus ligands L1-3 are effective for the syntheses of a series of functionalized chiral biaryls by asymmetric Suzuki-Miyaura coupling reactions in excellent yields and enantioselectivities (up to 99% ee). The presence of a polar-π interaction between the highly polarized BOP group and the extended π system of arylboronic acid coupling partner is believed to be important for the high enantioselectivity.
The Kinetics and Mechanisms of Aromatic Halogen Substitution. Part 35. The Directive Effect of the Benzoyloxy-substituent
Brittain, Judith M.,Mare, Peter B. D. de la,Smith, Janet M.
, p. 1629 - 1632 (2007/10/02)
The rates of chlorination of 4-acetamidophenyl benzoate, 1,3-bisbenzoyloxybenzene, and appropriate reference compounds by molecular chlorine in acetic acid at 25 deg C have been determined.By using the additivity principle, partial rate factors for chlorination directed by the benzoyloxy-group have thence been calculated, viz. fo-OCOPh 5.5, fm-OCOPh 0.059, fp-OCOPh 52.Comparison with analogous results obtained for the acetoxy-group allow estimates to be made of ?+ values for the benzyloxy-substituent.These values are used to discussed the course of halogenation of 2-benzoyloxynaphthalene.
