Epoxy compounds usually have stronger nucleophilic ability, because the alkyl group on the oxygen atom makes the bond angle smaller, which makes the lone pair of electrons react more dissimilarly with the electron-deficient system. Compound: trans-Di-μ-acetatobis[2-[bis(2-methylphenyl)phosphino]benzyl]dipalladium, is researched, Molecular C46H46O4P2Pd2, CAS is 172418-32-5, about Synthesis of Enantiopure Estrone via a Double Heck Reaction.Electric Literature of C46H46O4P2Pd2.
An novel efficient catalytic approach to steroids by a double Heck reaction of the vinyl bromides (I) (R = H, OMe) and the CD-building block (II) is presented. The new estrogen analogs (III) are formed via (IV) in a highly regio- and stereoselective manner in good yields. III contain a cis-BC ring junction and two double bonds in the 6,7- and the 11,12-positions which can be functionalized in a selective way. Inter alia, homogeneous hydrogenation with (PPh3)3RhCl to give 6,7-dihydro followed by hydrogenation with 1,4-cyclohexadiene in the presence of palladium affords the known 11,12-dihydroestradiol derivative in 76% yield which can easily be transformed into estrone.
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Reference:
Phosphine ligand,
Chiral phosphine ligands in asymmetric synthesis. Molecular structure and absolute configuration of (1,5-cyclooctadiene)-(2S,3S)-2,3-bis(diphenylphosphino)butanerhodium(I) perchlorate tetrahydrofuran solvate