Asymmetric synthesis of a cytotoxic amide of Telesto riisei

Asymmetric synthesis of a cytotoxic amide of Telesto riisei
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DOI:
10.1016/s0957-4166(98)00091-3
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发表时间:
1998-04-24
影响因子:
--
通讯作者:
Chattopadhyay, S
Chattopadhyay, S
中科院分区:
其他
文献类型:
--
作者:
Sankaranarayanan, S;Chattopadhyay, S

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以环己叉基甘油醛1为手性模板,利用Telesto riisei的细胞毒性原理,有效地合成了N-(2-苯乙基)-8-羟基十五酰胺的两种对映体。与醛1的非立体选择性格氏加成得到所需手性3-烷基甘油的C-3差向异构体,其通过标准反应顺序转化为标题化合物。(C)1998由Elsevier Science Ltd.出版。保留所有权利。
An efficient synthesis of both the enantiomers of N-(2-phenylethyl)-8-hydroxypentadecacarboxamide using the cytotoxic principles of Telesto riisei has been formulated using cyclohexylideneglyceraldehyde 1 as the chiral template. A non-stereoselective Grignard addition to the aldehyde 1 gave the C-3 epimers of the required chiron, 3-alkylglycerol which were converted to the title compound via a standard sequence of reactions. (C) 1998 Published by Elsevier Science Ltd. All rights reserved.