Research Article
Synthesis of Magnolignan, a New Pigment Lightening Component, via a Suzuki-Miyaura Reaction
Scheme 1
Total synthesis of 1. Reagents and conditions: (a) H2, 10% (w/w) Pd/C, MeOH, rt, 3 h, 94%; (b) NBS, MeCN, rt, 3 h, CCl4, 97%; (c) PdCl2(dppf), (Bpin)2, AcOK, DMSO, 80°C, 24 h, 31% (5), 5% (6), 23% (4); (d) 4, Pd(PPh3)4, K2CO3, THF, reflux, 8 h, 14%; (e) n-BuLi, B(OiPr)3, THF, −78°C to rt, 13 h, 68% (7), 18% (3); (f) 4, Pd(OAc)2, K2CO3, TBAB, H2O, 70°C, 2 h, 98%; (g) BBr3, CH2Cl2, −78°C to rt, 1.5 h, 83%.
