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学科主题: 天然产物有机化学
题名: Synthesis of Polyketide Stereoarrays Enabled by a Traceless Oxonia-Cope Rearrangement
其他题名: Synthesis of Polyketide Stereoarrays Enabled by a Traceless Oxonia-Cope Rearrangement
作者: Yang L(杨林)1; He GL(和国力)1; Yin RF(银瑞峰)1; Zhu LL(朱莉莉)1; Wang XX(王小霞)1; Hong R(洪然)1
通讯作者: 洪然
刊名: Angew. Chem.-Int. Edit.
发表日期: 2014
DOI: 10.1002/anie.201407231
卷: 53, 期:43, 页:11600-11604
收录类别: SCI
英文摘要: Polyketide antibiotics bearing skipped polyols represent a synthetic challenge. A SiCl4-promoted oxonia-Cope rearrangement of syn,syn-2-vinyl-1,3-diols was developed to forge an array of 1,5-pentenediols, thus providing versatile motifs for the preparation of 1,2,3,5-stereoarrays in a highly stereoselective manner. Further exploration with Sn(OTf)(2) realized the rearrangement of a cross-aldehyde which tactically warrants the utility of the current approach to access complex polyketides. The origin of high stereoselectivity is attributed to a chairlike anti-conformation of the oxonium ion intermediate.
语种: 英语
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内容类型: 期刊论文
URI标识: http://ir.sioc.ac.cn/handle/331003/38991
Appears in Collections:中科院天然产物有机化学重点实验室_期刊论文

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作者单位: 1.中科院上海有机化学研究所
2.浙江师范大学

Recommended Citation:
Yang L,He GL,Yin RF,et al. Synthesis of Polyketide Stereoarrays Enabled by a Traceless Oxonia-Cope Rearrangement[J]. Angew. Chem.-Int. Edit.,2014,53(43):11600-11604.
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