Gold(I)-Catalyzed cascade cyclization reaction: Highly regio- and diastereoselective intermolecular addition of water and alcohols to epoxy alkynes

Gold(I)-Catalyzed cascade cyclization reaction: Highly regio- and diastereoselective intermolecular addition of water and alcohols to epoxy alkynes
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DOI:
10.1021/ol0713640
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发表时间:
2007-08-02
期刊:
影响因子:
5.2
通讯作者:
Shi, Min
Shi, Min
中科院分区:
化学1区
文献类型:
--
作者:
Dai, Lun-Zhi;Qi, Ming-Juan;Shi, Min

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我们开发了一种新的方法,通过高度区域选择性和非对映选择性的水和醇分子间加成到由金(I)催化的环氧炔基化合物上。这个过程包括多米诺三元开环,6-外环异构化,以及随后的双键序列的分子内或分子间亲核加成。
[GRAPHICS]We have developed a novel access to ketal skeletons through a highly regio- and diastereoselective intermolecular addition of water and alcohols to alkynyl epoxides catalyzed by gold(I). This procedure involves a domino three-membered ring-opening, 6-exo-cycloisomerization, and subsequent intra- or intermolecular nucleophilic addition to a double-bond sequence.