Scheme 4.
Elaboration of the C-ring at C-1 via a Pd-catalyzed carbonylation. Reagents and conditions: i. Al(Hg), THF/H2O (10:1), 0 °C (40% yield); ii. TBSCl, imidazole, DCM, reflux (86% yield); iii. CO, Pd(PPh3)4, Et3N, DMF:MeOH (1:1), 65 °C (54% yield); iv. Et3SiH, PdCl2, Et3N, DCM, rt (not purified).
