Asymmetric 1,4-reductions of hindered β-substituted cycloalkenones using catalytic SEGPHOS-ligated CuH

被引:96
作者
Lipshutz, BH [1 ]
Servesko, JM [1 ]
Petersen, TB [1 ]
Papa, PP [1 ]
Lover, AA [1 ]
机构
[1] Univ Calif Santa Barbara, Dept Chem & Biochem, Santa Barbara, CA 93106 USA
关键词
D O I
10.1021/ol0400185
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
The reagent combination of catalytic amounts of copper hydride ligated by a nonracemic SEGPHOS ligand leads in situ to an extremely reactive species capable of effecting asymmetric hydrosilylations of conjugated cyclic enones in very high ees. An unprecedented substrate-to-ligand ratio as high as 275 000:1 for this transformation has been documented.
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页码:1273 / 1275
页数:3
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