Asymmetric Aldol Reaction of Acetaldehyde and Isatin Derivatives for the Total Syntheses of ent-Convolutamydine E and CPC-1 and a Half Fragment of Madindoline A and B

Asymmetric Aldol Reaction of Acetaldehyde and Isatin Derivatives for the Total Syntheses of ent-Convolutamydine E and CPC-1 and a Half Fragment of Madindoline A and B
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DOI:
10.1021/ol901432a
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发表时间:
2009-09-03
期刊:
影响因子:
5.2
通讯作者:
Hayashi, Yujiro
Hayashi, Yujiro
中科院分区:
化学1区
文献类型:
--
作者:
Itoh, Takahiko;Ishikawa, Hayato;Hayashi, Yujiro

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以4-羟基二芳基脯氨醇为催化剂,研究了靛红衍生物与乙醛的不对称羟醛缩合反应,得到了高对映选择性的羟醛缩合产物,这些产物是合成3-羟基吲哚生物碱的关键中间体。完成了对映曲霉定E和CPC-1以及madindoline A和B的半片段的短合成。
The asymmetric aldol reaction of isatin derivatives and acetaldehyde has been developed using 4-hydroxydiarylprolinol as a catalyst, affording the aldol products with high enantioselectivity, these products being key intermediates in the synthesis of 3-hydroxyindole alkaloids. Short syntheses of ent-convolutamydine E and CPC-1 and a half fragment of madindoline A and B have been accomplished.