Asymmetric synthesis of planar chiral 2-monosubstituted diferrocenyl ketones

被引：11
|
作者：
Enders, D [1 ]
Klumpen, T [1 ]
Raabe, G [1 ]
机构：
[1] Rhein Westfal TH Aachen, Inst Organ Chem, D-52074 Aachen, Germany
来源：
SYNLETT | 2003年 / 08期
关键词：
asymmetric synthesis; ortho-metalation; hydrazones; diferrocenyl ketones; planar chirality;
D O I：
10.1055/s-2003-39897
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
A highly efficient and rapid entry to planar chiral 2-monosubstituted diferrocenyl ketones is reported. Key step is the highly diastereoselective ortho-metalation of diferrocenyl ketone-SAMP-hydrazone, followed by trapping with various electrophiles. The subsequent racemisation-free cleavage of the chiral auxiliary affords the title diferrocenyl ketones 4a-g with one exception in good to very good overall yields and all with high enantiomeric excesses (ee = 97-99%).
引用
收藏
页码：1198 / 1200
页数：3
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