Chiral ion-pair organocatalyst promotes highly enantioselective 3-exo iodo-cycloetherification of allyl alcohols.
Chiral ion-pair organocatalyst promotes highly enantioselective 3-exo iodo-cycloetherification of allyl alcohols.
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手性离子对有机催化剂促进烯丙醇的高度对映选择性3-外碘环醚化
DOI：
10.1039/c5sc02485d
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发表时间：
2015-12-01
期刊：
影响因子：
8.4
通讯作者：
Xie W
中科院分区：
文献类型：
--
作者：
Shen Z;Pan X;Lai Y;Hu J;Wan X;Li X;Zhang H;Xie W
Enantioselective 3-exo iodo-cycloetherification of allyl alcohols was realized by employing a novel ion-pair organocatalyst. By designing a novel chiral ion-pair organocatalyst composed of chiral phosphate and DABCO-derived quaternary ammonium, highly enantioselective 3-exo iodo-cycloetherification of allyl alcohols was achieved using NIS as a halogen source. Based on this reaction, one-pot asymmetric 3-exo iodo-cycloetherification/Wagner–Meerwein rearrangement of allyl alcohols en route to enantioenriched 2-iodomethyl-2-aryl cycloalkanones was subsequently developed. Due to the participation of adjacent iodine, the Wagner–Meerwein rearrangement of 2-iodomethyl-2-aryl epoxide proceeds with unusual retention of stereoconfiguration.
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影响因子：
15
作者：
Dobish, Mark C.;Johnston, Jeffrey N.
通讯作者：
Johnston, Jeffrey N.
影响因子：
16.6
作者：
Brak, Katrien;Jacobsen, Eric N.
通讯作者：
Jacobsen, Eric N.
DOI：
10.1039/c3sc50410g
发表时间：
2013-05-01
期刊：
Chemical sciences journal
影响因子：
--
作者：
Brindle CS;Yeung CS;Jacobsen EN
通讯作者：
Jacobsen EN
影响因子：
15
作者：
Chen, Zhi-Min;Zhang, Qing-Wei;Tian, Jin-Miao
通讯作者：
Tian, Jin-Miao
影响因子：
5.2
作者：
El-Qisairi, AK;Qaseer, HA;Henry, PM
通讯作者：
Henry, PM