Tetrahedron

Total synthesis of PDE-I and-II by copper-mediated double aryl amination

K Okano, N Mitsuhashi, H Tokuyama

Index: Okano, Kentaro; Mitsuhashi, Nakako; Tokuyama, Hidetoshi Tetrahedron, 2013 , vol. 69, # 51 p. 10946 - 10954

Full Text: HTML

Citation Number: 6

Abstract

Abstract A concise total synthesis of PDE-I and-II featuring copper-mediated double aryl amination with the combination of CuI, CsOAc, and Cs 2 CO 3 is described. The highly substituted pyrroloindole skeleton was constructed by a one-pot five-step sequence including double aryl amination, β-elimination, deprotection of a Cbz group, and unexpected formation of an indole via removal of an Ns group followed by rearomatization. The ...

Related Articles:

A novel immobilized chloroperoxidase biocatalyst with improved stability for the oxidation of amino alcohols to amino aldehydes

[Journal of Molecular Catalysis B: Enzymatic, , vol. 84, p. 144 - 151]

A Stereodivergent Approach to Amino Acids, Amino Alcohols, or Oxazolidinones of High Enantiomeric Purity

[Kashima, Choji; Harada, Kazuo; Fujioka, Yoko; Maruyama, Tatsuya; Omote, Yoshimori Journal of the Chemical Society, Perkin Transactions 1: Organic and Bio-Organic Chemistry (1972-1999), 1988 , p. 535 - 540]

Peptide synthesis in aqueous solution. IV. Preparation and properties of [p-(benzyloxycarbonyloxy) phenyl] dimethylsulfonium methyl sulfate (Z-ODSP),[p-(t- …

[Bulletin of the Chemical Society of Japan, , vol. 62, # 10 p. 3103 - 3108]

Phenylhydrazide as an enzyme-labile protecting group in peptide synthesis

[Voelkert, Martin; Koul, Surrinder; Mueller, Gernot H.; Lehnig, Manfred; Waldmann, Herbert Journal of Organic Chemistry, 2002 , vol. 67, # 20 p. 6902 - 6910]

Some studies on the uses of 2-bromoethyl and 2-iodoethyl ester blocking groups in peptide synthesis: samarium diiodide-mediated deprotection

[Pearson, Anthony J.; Lee, Kieseung Journal of Organic Chemistry, 1994 , vol. 59, # 8 p. 2257 - 2260]

More Articles...