Aerobic Enantioselective Epoxidation of Unfunctionalized Olefins Catalyzed by Optically Active Salen–Manganese (III) Complexes

Aerobic Enantioselective Epoxidation of Unfunctionalized Olefins Catalyzed by Optically Active Salen–Manganese (III) Complexes
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光学活性 Salen-锰 (III) 配合物催化非官能化烯烃的有氧对映选择性环氧化反应

DOI:
10.1246/bcsj.67.2248
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发表时间:
1994
影响因子:
4
通讯作者:
T. Mukaiyama
T. Mukaiyama
中科院分区:
化学3区
文献类型:
--
作者:
T. Yamada;K. Imagawa;T. Nagata;T. Mukaiyama

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在光学活性的Mn(III)-Salen络合物的存在下,通过分子氧和甲戊醛的联合使用,实现了非官能化烯烃的对映选择性环氧化。在本方法中,N-烷基咪唑是生成光学活性环氧化物的有效轴向配体,即1,2-二氢萘衍生物和2,2-二烷基-2H-色烯衍生物转化为相应的光学活性环氧化物,对映体过量为60%-92%。对目前好氧环氧化反应中的关键中间体进行了讨论。
Enantioselective epoxidation of unfunctionalized olefins is achieved by the combined use of molecular oxygen and pivalaldehyde in the presence of a catalytic amount of optically active Mn(III)–salen complexes. N-Alkylimidazoles are effective axial ligands to produce optically active epoxides with high enantioselectivities in the present procedure; that is, 1,2-dihydronaphthalene derivatives and 2,2-dialkyl-2H-chromene derivatives are converted into the corresponding optically active epoxides with 60—92% enantiomeric excess. The key intermediates in the present aerobic epoxidation are also discussed.
DOI: 10.1016/0022-2836(92)90133-5
发表时间: 1992-07-05
影响因子: 5.6
作者:
ZENG, J;FENNA, RE
通讯作者: FENNA, RE