Application of ruthenium-induced macrocyclization for the construction of macrocyclic depsipeptides.
The synthesis of a biaryl ether containing macrocyclic depsipeptide 1 was achieved in 6% overall yield. The desired macrocycle was constructed by cyclization of a phenol into eta(6)-ruthenium complex. The ruthenium metal was subsequently photolytically deprotected to obtain the macrocycle 1.
Venkatraman
Srikanth
S
Schering Plough Research Institute, K-15, 3545, 2015 Galloping Hill Road, Kenilworth, New Jersey 07033, USA. Srikanth.Venkatraman@spcorp.com
Njoroge
F George
FG
Girijavallabhan
Viyyoor
V
McPhail
Andrew T
AT
D002384:Catalysis; D002855:Chromatography, Thin Layer; D020650:Combinatorial Chemistry Techniques / Q000379:methods; D018360:Crystallography, X-Ray; D003500:Cyclization; D004952:Esters / Q000138:chemical synthesis; D004987:Ethers / Q000138:chemical synthesis; D019906:Nuclear Magnetic Resonance, Biomolecular; D010456:Peptides, Cyclic / Q000138:chemical synthesis*; D012428:Ruthenium / Q000737:chemistry*
D004952:Esters; D004987:Ethers; D010456:Peptides, Cyclic; D012428:Ruthenium