Publications (2)8.2 Total impact
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Article: Rapid assembly of resorcylic acid lactone frameworks through sequential palladium-catalyzed coupling reactions.
Chemistry - An Asian Journal 12/2010; 5(12):2459-62. · 4.50 Impact Factor -
Article: Synthesis of chiral polyazamacrocycles of variable ring size.
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ABSTRACT: Synthesis and structure elucidation of optically active tri-, tetra-, and penta-azamacrocycles having 4-methoxyphenyl pendants are described. Regioselective ring opening of a nosylaziridine with secondary benzyl amines was repeatedly performed to afford the cyclization precursors. Intramolecular N-alkylation of N-(omega-haloalkyl) nosylamide provided tri-, tetra-, and penta-azamacrocycles. On the basis of our study of the tetra-azamacrocycle previously elucidated by X-ray single-crystal analysis and in solution by NMR analysis, we conclude that the tri-azamacrocycle does not mainly have a vase-type conformation because of the steric hindrance of the 4-methoxyphenyl groups but the penta-azamacrocycle has a vase-type conformation in CDCl(3) and in CD(2)Cl(2). The vase-type conformation of the penta-azamacrocycle is, however, not as much stable as that observed in the tetra-azamacrocycle because conformational flexibility of the penta-azamacrocycle was observed in deuterated benzene.Organic & Biomolecular Chemistry 04/2010; 8(11):2529-36. · 3.70 Impact Factor
