Nickel-Catalyzed Chemo- and Stereoselective Alkenylative Cyclization of 1,6-Enynes with Alkenyl Boronic Acids

被引：21
|
作者：
Yang, Chun-Ming [1 ]
Mannathan, Subramaniyan [1 ]
Cheng, Chien-Hong [1 ]
机构：
[1] Natl Tsing Hua Univ, Dept Chem, Hsinchu 30013, Taiwan
来源：
CHEMISTRY-A EUROPEAN JOURNAL | 2013年 / 19卷 / 37期
关键词：
cyclization; enynes; nickel; nickelacyclopentene; organoboronic acids; ENANTIOSELECTIVE ARYLATIVE CYCLIZATION; DIARYLATING CARBOCYCLIZATION; BORYLATIVE CYCLIZATION; ARYLBORONIC ACIDS; TERMINAL ALKYNES; ENONES; ENYNES; REAGENTS; ROUTE; CYCLOISOMERIZATIONS;
D O I：
10.1002/chem.201302180
中图分类号：
O6 [化学];
学科分类号：
0703 ;
摘要：
Discover nickel! A nickel-catalyzed alkenylative cyclization of 1,6-enynes and alkenyl boronic acids affording substituted pyrrolidines and dihydrofurans is described (see scheme; cod=1,5-cyclooctadiene, Ts = p-toluene sulfonate). The reaction is highly chemo- and stereoselective. A possible reaction mechanism involving a nickelacyclopentene intermediate is proposed. Copyright © 2013 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim.
引用
收藏
页码：12212 / 12216
页数：5
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