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Copper-catalyzed enantioselective conjugate reduction of α,β-unsaturated esters with chiral phenol–carbene ligands
Beilstein Journal of Organic Chemistry ( IF 2.7 ) Pub Date : 2020-03-31 , DOI: 10.3762/bjoc.16.50
Shohei Mimura , Sho Mizushima , Yohei Shimizu , Masaya Sawamura

A chiral phenol–NHC ligand enabled the copper-catalyzed enantioselective conjugate reduction of α,β-unsaturated esters. The phenol moiety of the chiral NHC ligand played a critical role in producing the enantiomerically enriched products. The catalyst worked well for various (Z)-isomer substrates. Opposite enantiomers were obtained from (Z)- and (E)-isomers, with a higher enantiomeric excess from the (Z)-isomer.

中文翻译:

铜与手性苯酚-卡宾配体的α,β-不饱和酯的铜催化对映选择性共轭还原

手性苯酚-NHC配体能够使铜催化的α,β-不饱和酯的对映选择性共轭还原。手性NHC配体的酚部分在产生对映体富集的产物中起关键作用。该催化剂对各种(Z)-异构体底物都适用。相反的对映异构体从(Z)-和(E)-异构体获得,更高的对映异构体过量从(Z)-异构体获得。
更新日期:2020-03-31
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