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2012 , Vol. 32 >Issue 02: 338 - 343

DOI: https://doi.org/10.6023/cjoc1104192

研究论文

Iriomoteolide-1b 中C(13)-C(23)片段的立体选择性合成

  • 杨震 ,
  • 靖鹏 ,
  • 厍学功
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  • 兰州大学化学系 功能有机分子化学国家重点实验室 兰州 730000

收稿日期: 2011-04-19

  修回日期: 2011-09-08

  网络出版日期: 2012-03-09

基金资助

国家自然科学基金(Nos. 20872054, 20732002)资助项目.

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A Stereoselective Synthesis of the C(13)-C(23) Fragment of Iriomoteolide-1b

  • YANG Zhen ,
  • JING Peng ,
  • SHE Xue-Gong
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  • State Key Laboratory of Applied Organic Chemistry, Department of Chemistry, Lanzhou University, Lanzhou 730000

Received date: 2011-04-19

  Revised date: 2011-09-08

  Online published: 2012-03-09

Supported by

Project supported by the National Natural Science Foundation of China (Nos. 20872054, 20732002).

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摘要

采用已知文献报道的化合物为起始原料, 以不对称 Evans-aldol 反应和Julia-Kocienski 成烯反应为关键步骤,对大环内酯化合物Iriomoteolide-1b 的C(13)-C(23)片段结构进行了合成研究. 全文使用普通而廉价的原材料或者试剂,采用常规的容易操作的反应条件, 实验成本比较低, 并且以13 步13%的产率得到了C(13)-C(23)片段结构.

关键词： Iriomoteolide-1b; 立体选择性合成; 不对称Evans-aldol 反应; Julia-Kocienski 成烯反应

本文引用格式

杨震 , 靖鹏 , 厍学功 . Iriomoteolide-1b 中C(13)-C(23)片段的立体选择性合成[J]. 有机化学, 2012 , 32(02) : 338 -343 . DOI: 10.6023/cjoc1104192

Abstract

A stereoselective synthesis of C(13)-C(23) subunit of iriomoteolide-1b has been achieved in 13% yield over 13 steps from the known diol, exploiting the asymmetric aldol reaction and the Julia-Kocienski olefination as the key steps. In order to reduce the cost of the synthesis we adopted usual reactions and used inexpensive reagents through the synthesis strategy.

Key words： iriomoteolide-1b; stereoselective synthesis; asymmetric aldol reaction; Julia-Kocienski olefination

参考文献

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