Asymmetric 1,4-hydrosilylations of α,β-unsaturated esters

Asymmetric 1,4-hydrosilylations of α,β-unsaturated esters
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DOI:
10.1021/ja049135l
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发表时间:
2004-07-14
影响因子:
15
通讯作者:
Taft, BR
Taft, BR
中科院分区:
化学1区
文献类型:
--
作者:
Lipshutz, BH;Servesko, JM;Taft, BR

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将催化量的CuH与非外消旋JOSIPHOS或SEGPHOS配体以及化学计量的PMHS络合,导致β,β-二取代的烯酸酯和内酯的极其有效和高度对映选择性的1,4-还原。一个前所未有的底物与配体的比例为7700:1的这种类型的反应记录。
Complexing catalytic amounts of CuH with a nonracemic JOSIPHOS or SEGPHOS ligand, together with stoichiometric PMHS, leads to exceedingly efficient and highly enantioselective 1,4-reductions of β,β-disubstituted enoates and lactones. An unprecedented substrate-to-ligand ratio of 7700:1 for this type of reaction is documented.