Hydroxylamine oxygen as nucleophile in palladium(0)- and palladium(II)-catalyzed allylic alkylation: A novel access to isoxazolidines

被引:10
作者
Merino, Pedro [1 ]
Tejero, Tomas
Mannucci, Vanni
Prestat, Guillaume
Madec, David
Poli, Giovanni
机构
[1] Univ Zaragoza, CSIC, Inst Ciencia Mat Aragon, Dept Quim ORgan,Lab Sintesis Asimetr, E-50009 Zaragoza, Aragon, Spain
[2] Univ Paris 06, Chim Organ Lab, CNRS, UMR 7611,Inst Chim Mol,FR 2769, F-75252 Paris 05, France
关键词
palladium; ring closure; hydroxylamines; allyl complexes; isoxazolidines;
D O I
10.1055/s-2007-973868
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
In search for novel heterocyclization processes, the intramolecular Pd-mediated allylic alkylation of homoallyl hydroxylamines is described. Depending on both the reaction conditions and the substrates, cis- or trans-3-substituted-5-vinyl isoxazolidines are preferentially obtained. The corresponding starting materials for the cyclization step are readily obtained through cross-metathesis of the easily accessible unsubstituted homoallyl hydroxylamines.
引用
收藏
页码:944 / 948
页数:5
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