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

页码：1198 / 1200

页数：3

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