The first total synthesis and structural determination of (+)-BE-52440A

The first total synthesis and structural determination of (+)-BE-52440A
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DOI:
10.1016/j.tetlet.2007.09.039
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发表时间:
2007-11-05
影响因子:
1.8
通讯作者:
Hosokawa, Seijiro
Hosokawa, Seijiro
中科院分区:
化学4区
文献类型:
--
作者:
Tatsuta, Kuniaki;Suzuki, Yoshikazu;Hosokawa, Seijiro

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通过对映体发散合成首次实现了(+)-Be-52440A的全合成和结构测定。报道了含S(N)2的S桥联二聚反应。四取代环氧化合物2与硫化钠的开环反应,产率高,区域选择性高。(+)-BE-52440A的结构被确定为卡拉芬金型吡喃并苯二酚的二聚体。(C)2007爱思唯尔有限公司。保留所有权利。
The first total synthesis and structural determination of (+)-BE-52440A have been achieved by enantiodivergent synthesis. S-Bridging dimerization including S(N)2 epoxy-opening reaction of tetrasubstituted epoxide 2 with sodium sulfide has been achieved in excellent yield with high regioselectivity. The structure of (+)-BE-52440A was determined to be the dimer of kalafungin type pyranonaphthoquinone. (C) 2007 Elsevier Ltd. All rights reserved.