引用本文:
De Gang Liu, Ji Jun Xue, Zhi Xiang Xie, Li Ping Wei, Hua Bing Zhang, Ying Li. Asymmetric synthesis of pedamide using I2-induced heterocyclization to construct the skeleton[J]. Chinese Chemical Letters,
2009, 20(7): 775-778.
doi:
10.1016/j.cclet.2009.03.026
Citation: De Gang Liu, Ji Jun Xue, Zhi Xiang Xie, Li Ping Wei, Hua Bing Zhang, Ying Li. Asymmetric synthesis of pedamide using I2-induced heterocyclization to construct the skeleton[J]. Chinese Chemical Letters, 2009, 20(7): 775-778. doi: 10.1016/j.cclet.2009.03.026
Citation: De Gang Liu, Ji Jun Xue, Zhi Xiang Xie, Li Ping Wei, Hua Bing Zhang, Ying Li. Asymmetric synthesis of pedamide using I2-induced heterocyclization to construct the skeleton[J]. Chinese Chemical Letters, 2009, 20(7): 775-778. doi: 10.1016/j.cclet.2009.03.026
Asymmetric synthesis of pedamide using I2-induced heterocyclization to construct the skeleton
摘要:
An alternative approach to synthesize pedamide, a key building block of pederin was described. Iodine-induced asymmetric heterocyclization was used as the key step to construct the skeleton, a tetrahydropyran ring with three chiral centers. Brown's asymmetric allylation and Lewis acid-mediated allylation were investigated to introduce chains and chiral alcohols. Sharpless dihydroxylation decorated the side chain. And high optically pure target was obtained by removing the epimers formed in these reactions on column chromatography.
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关键词:
- Synthesis
- / Pedamide
- / PederinReferences
English
Asymmetric synthesis of pedamide using I2-induced heterocyclization to construct the skeleton
Abstract:
An alternative approach to synthesize pedamide, a key building block of pederin was described. Iodine-induced asymmetric heterocyclization was used as the key step to construct the skeleton, a tetrahydropyran ring with three chiral centers. Brown's asymmetric allylation and Lewis acid-mediated allylation were investigated to introduce chains and chiral alcohols. Sharpless dihydroxylation decorated the side chain. And high optically pure target was obtained by removing the epimers formed in these reactions on column chromatography.
-
Key words:
- Synthesis
- / Pedamide
- / PederinReferences
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