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6853821 
Journal Article 
An efficient asymmetric synthesis of 2-substituted ferrocenecarboxaldehydes 
Riant, O; Riant, O; Samuel, O; Samuel, O; Flessner, T; Flessner, T; Taudien, S; Taudien, S; Kagan, HB; Kagan, HB 
1997 
Yes 
Journal of Organic Chemistry
ISSN: 0022-3263
EISSN: 1520-6904 
62 
20 
6733-6745 
WOS:A1997XZ71900012 
Ferrocenecarboxaldehyde is readily transformed into the acetal of (S)-1,2,4-butanetriol (1,3-dioxane structure) and further methylated to give acetal 15. This can then be ortho-lithiated using t-BuLi with very high diastereoselectivity (98% de). Electrophilic quenching provided a large array of compounds of established stereochemistry. Controlled hydrolysis leads to many ortho-substituted ferrocenecarboxaldehydes (98% ee) which themselves are starting materials in the synthesis of various classes of enantiopure ferrocene derivatives with planar chirality of predictable absolute configuration.< 
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