The preparation of ester heterocycles mostly uses heteroatoms as nucleophilic sites, which are achieved by intramolecular substitution or addition reactions. Compound: trans-Di-μ-acetatobis[2-[bis(2-methylphenyl)phosphino]benzyl]dipalladium( cas:172418-32-5 ) is researched.Formula: C46H46O4P2Pd2.Tietze, Lutz F.; Petersen, Sonke published the article 《Stereoselective total synthesis of a novel D-homosteroid by a twofold Heck reaction》 about this compound( cas:172418-32-5 ) in European Journal of Organic Chemistry. Keywords: homosteroid stereoselective synthesis Heck reaction; palladium catalyst Heck reaction homosteroid synthesis; cyclization Heck homosteroid stereoselective synthesis; vinylation Heck homosteroid stereoselective synthesis. Let’s learn more about this compound (cas:172418-32-5).
The D-homosteroid I was synthesized by two successive Heck reactions. First, (1S,4aS,8aS)-1-(1,1-dimethylethoxy)-1,2,3,4,4a,7,8,8a-octahydro-8a-methylnaphthalene and 1-bromo-2-[(1Z)-2-bromoethenyl]-4-methoxybenzene underwent Heck intermol. vinylation reaction catalyzed by Pd(OAc)2 to give octrahydronaphthalene II with high regio- and diastereoselectivity. Subsequently, II underwent Heck cyclization catalyzed by trans-di(μ-acetato)bis[o-(di-o-tolylphosphino)benzyl]dipalladium(II) to form the desired cis-fused D-homosteroid I.
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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