An Expedient Approach to the Benzopyran Core: Application to Synthesis of the Natural Products (±)-Xyloketals and (±)-Alboatrin

An Expedient Approach to the Benzopyran Core: Application to Synthesis of the Natural Products (±)-Xyloketals and (±)-Alboatrin
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DOI:
10.1002/cjoc.201190018
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发表时间:
2010-12-01
影响因子:
5.4
通讯作者:
Lin Yongcheng
Lin Yongcheng
中科院分区:
化学2区
文献类型:
--
作者:
Xu Zhongliang;Li Yiying;Lin Yongcheng

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介绍了一种温和有效的合成苯并吡喃环的方法,并报道了一系列色满化合物的合成,产率为72%~95%。该加合物趋向于角状产物,表现出良好的区域选择性。这一策略被应用于苯并吡喃衍生的天然产物(+/-)-木酮醛和(+/-)-白蛋白。化合物9的晶体为中心对称的空间群,一个单元中含有两个异构体。相对构型分别为1R、10R、15S和34S、22R、30S。
A mild and efficient protocol for the synthesis of the benzopyran ring has been described and a series of chromans compounds is reported, the yield is from 72% to 95%. The diadduct tended to angular product and showed good regioselectivity. This strategy was applied for the benzopyran derived natural products (+/-)-xyloketals and (+/-)-alboatrin. The crystal of compound 9 exhibited centro-symmetric space group, containing two isomers in one unit. The relative configurations were 1R,10R,15S and 34S,22R,30S, respectively.