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.