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...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.展开更多
The new synthetic route of (±)shikalkin 1 was developed. 3-(1-Hydroxy-4-methyl-3- pentenyl)-5, 8-dimethoxy-1-naphthol 8 was obtained from compound 3 in 10 steps. Then (±)shikalkin 1 was synthesized from 8 i...The new synthetic route of (±)shikalkin 1 was developed. 3-(1-Hydroxy-4-methyl-3- pentenyl)-5, 8-dimethoxy-1-naphthol 8 was obtained from compound 3 in 10 steps. Then (±)shikalkin 1 was synthesized from 8 in one step with reagents AgO/HNO3 in 1, 4-dioxane.展开更多
文摘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.
基金We thank the National Natural Science Foundation of China[30069004]for financial supports
文摘The new synthetic route of (±)shikalkin 1 was developed. 3-(1-Hydroxy-4-methyl-3- pentenyl)-5, 8-dimethoxy-1-naphthol 8 was obtained from compound 3 in 10 steps. Then (±)shikalkin 1 was synthesized from 8 in one step with reagents AgO/HNO3 in 1, 4-dioxane.
