Nickel-catalyzed reductive cyclization of unactivated 1,6-enynes in the presence of organozinc reagents

被引:47
|
作者
Chen, Mao [1 ]
Weng, Yue [1 ]
Guo, Mian [1 ]
Zhang, Hua [1 ]
Lei, Aiwen [1 ]
机构
[1] Wuhan Univ, Coll Chem & Mol Sci, Wuhan 430072, Peoples R China
关键词
cyclization; enynes; nickel; organozinc reagents; synthetic methods;
D O I
10.1002/anie.200704452
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
(Chemical Equation Presented) Pyrrolidine and tetrahydrofuran derivatives were synthesized in a highly stereoselective manner through the Ni-catalyzed reduction of the title compounds under mild conditions (see scheme). The product of cyclization is initially associated with both a Ni and a Zn species, the removal of which by elimination and hydrolysis corresponds to the formal incorporation of dihydrogen. acac=acetylacetonate; R=alkyl, aryl; X=N, O. © 2008 Wiley-VCH Verlag GmbH & Co. KGaA.
引用
收藏
页码:2279 / 2282
页数:4
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