Ligand Control of E/Z Selectivity in Nickel-Catalyzed Transfer Hydrogenative Alkyne Semireduction

被引:121
作者
Richmond, Edward
Moran, Joseph [1 ]
机构
[1] Univ Strasbourg, ISIS, F-67000 Strasbourg, France
关键词
ASYMMETRIC TRANSFER HYDROGENATION; N-HETEROCYCLIC CARBENE; TRANSFER SEMIHYDROGENATION; INTERNAL ALKYNES; REDUCTIVE CYCLIZATION; CIS-ALKENES; PALLADIUM(II)-CATALYZED ISOMERIZATION; STEREOSELECTIVE SEMIHYDROGENATION; HOMOGENEOUS CATALYSIS; PROTECTING GROUP;
D O I
10.1021/acs.joc.5b01047
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
A nickel-catalyzed transfer hydrogenative alkyne semireduction protocol that can be applied to bath internal and terminal alkynes using formic acid, and Zn as the terminal reductants has been developed. In the case of internal alkynes, the (E)- or (Z)-olefin isomer can be accessed selectively under the same reaction conditions by judicious inclusion of a triphos ligand.
引用
收藏
页码:6922 / 6929
页数:8
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