Enantioselective total synthesis of convolutamydines B and E

Enantioselective total synthesis of convolutamydines B and E
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DOI:
10.1021/ol052871p
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发表时间:
2006-02-16
期刊:
影响因子:
5.2
通讯作者:
Kobayashi, S
Kobayashi, S
中科院分区:
化学1区
文献类型:
--
作者:
Nakamura, T;Shirokawa, S;Kobayashi, S

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利用乙烯基Mukaiyama醛醇缩合反应首次实现了旋绕胺B和E的对映选择性全合成。该合成具有高度非对映选择性的乙烯基Mukaiyama羟醛缩合反应,以靛红代替醛来构建旋绕胺的手性中心。此外,通过圆二色性光谱确定天然旋花碱B的绝对构型为R。
The first enantioselective total synthesis of convolutamydines B and E has been achieved using our vinylogous Mukaiyama aldol reaction. The synthesis features highly diastereoselective vinylogous Mukaiyama aldol reaction with isatin instead of aldehydes to construct a chiral center of convolutamydines. Additionally, the absolute configuration of natural convolutamydine B has been determined as R by its CD spectrum.