A new facile synthesis of shikalkin

作者:Lu Qun*; Tang Hao Lun; Shao Yan Qiang; Cai Jun Chao
来源:Chinese Chemical Letters, 2008, 19(2): 172-174.
DOI:10.1016/j.cclet.2007.11.031

摘要

A short and convergent approach for the synthesis of shikalkin (dl-shikonin) is presented. Stobbe reaction was employed to construct the aromatic skeleton 6. This is followed by a practical method to prepare the key epoxides 9 from aldehydes 8 in high yield. Finally, shikalkin is achieved by Grignard reaction and oxidation.