Study on the Synthesis of (+)-Oxocamphor
- Corresponding author: Wen Hongliang, wen.hongliang816@gmail.com; analchemie@bit.edu.cn
Citation:
Zhang Di, Xie Xiong, Feng Jinsheng, Wen Hongliang. Study on the Synthesis of (+)-Oxocamphor[J]. Chinese Journal of Organic Chemistry,
;2015, 36(1): 202-206.
doi:
10.6023/cjoc201506023
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Reagents and conditions: (a) Br2, CHCl3, 60~80 ℃, 5 h, 34.2%; (b) Br2, H2SO4/SO3, r.t., 8 d, 32.3%; (c) KOAc, HOAc, 180 ℃, 10 h; (d) Cu(OAc)2, 155 ℃, 5 h; (e) NaOH, 95% EtOH, 70 ℃, 2 h, 40.1% (3 steps); (f) Na2Cr2O7, 60% H2SO4, r.t., 3 h, 68.5%
Reagents and conditions: (a) Br2, HOAc, 80 ℃, 6 h, 87%; (b) Br2, ClSO3H, r.t., 2 h, 42.2%; (c) Zn, HOAc, 3 h, 79%; (d) oxidation
Reagents and conditions: (a) Br2, HOAc, 80 ℃, 6 h, 87%; (b) Br2, ClSO3H, r.t., 2 h, 42.2%; (c) Zn, HOAc, 3 h, 79%; (d) KOAc, TBAB, DMF, 150 ℃, 5 h; (e) KOH, 10% EtOH, reflux, 2.5 h, 78% (2 steps); (f) H3PO4, DCC, DMSO, r.t., 24 h, 51.2%.