A chemoenzymatic approach to the synthesis of the stereoisomers of a β-adrenergic receptor antagonist

…, G Carrea, F Secundo, S Castellano, C De Micheli

Index: Dallanoce, Clelia; De Amici, Marco; Carrea, Giacomo; Secundo, Francesco; Castellano, Sabrina; De Micheli, Carlo Tetrahedron Asymmetry, 2000 , vol. 11, # 13 p. 2741 - 2751

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Citation Number: 10

Abstract

The four stereoisomers of Δ2-isoxazoline 2, a β-adrenergic receptor antagonist structurally related to Falintolol 1, were prepared by an enzyme-catalyzed kinetic resolution of the unsaturated secondary alcohol (±)-7 followed by its cycloaddition to pyruvonitrile oxide. Through this strategy, diastereomeric aminoalcohols (+)-2a/(−)-2b and (−)-2a/(+)-2b were obtained in 99 and 92% enantiomeric excess, respectively. The absolute configuration to ...

Ruthenium??Catalyzed Regio??and Enantioselective Allylic Sub...

[Kanbayashi, Naoya; Onitsuka, Kiyotaka Angewandte Chemie - International Edition, 2011 , vol. 50, # 22 p. 5197 - 5199]

Natural feedstocks for diversity-oriented synthesis: macroli...

[Sumskaya, Yuliya G.; Swain, P. Whitney; Bergmeier, Stepehen C.; McMills, Mark C.; Priestley, Nigel D.; Wrighta, Dennis L. Arkivoc, 2011 , vol. 2011, # 5 p. 144 - 166]

Total Synthesis of (-)-Bulgecinine.

[Maeda, Mikiko; Okazaki, Fumiaki; Murayama, Mayumi; Tachibana, Yohko; Aoyagi, Yutaka; Ohta, Akihiro Chemical and Pharmaceutical Bulletin, 1997 , vol. 45, # 6 p. 962 - 965]