New ferrocenyloxazoline for the preparation of ferrocenes with planar chirality

被引:44
作者
Manoury, E [1 ]
Fossey, JS [1 ]
Aït-Haddou, H [1 ]
Daran, JC [1 ]
Balavoine, GGA [1 ]
机构
[1] CNRS UMR 8241, Chim Coordinat Lab, F-31004 Toulouse, France
关键词
D O I
10.1021/om000016y
中图分类号
O61 [无机化学];
学科分类号
070301 ; 081704 ;
摘要
New ferrocenyloxazolines with two stereogenic centers were prepared with excellent yields starting from the (1S, 2S)-(+)-2-amino-3-phenyl-1, 3-propanediol. They can then be used for the preparation of ferrocenes with planar chirality with very high diastereoselectivities (>99:1%) by a lithiation /electrophile-trapping sequence. The syntheses of chiral (phosphinoferrocenyl)oxazoline and (phenylthioferrocenyl)oxazoline and their use as ligands in conjunction with bis[(pi-allyl)palladium chloride] in the enantioselective allylic alkylation of rac-1,3-diphenylprop-2-enyl acetate was investigated.
引用
收藏
页码:3736 / 3739
页数:4
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