STEREOCHEMISTRY OF THE REACTION OF GRIGNARD REAGENTS WITH 3-ARYL- AND 3-ALKYL-FERROCENOPHANE-1,5-DIONES

Article abstract of DOI:10.1016/S0022-328X(00)98853-3

The reaction of Grignard reagents with 3-aryl- and 3-alkyl-<5>ferrocenophane-1,5-diones is completely stereospecific giving exclusively derivatives in which the introduced alkyl groups are cis to substituents at C(3).The chair conformation, with strong intramolecular hydrogen bonding, predominates in the hydroxyketones obtained, and this is the only conformer present in the case of the dihydroxy derivatives.The second isomer of the hydroxyketones is also the cis type, but its bridge has a twist conformation.