Enantio- and stereoselective route to the phoslactomycin family of antibiotics: formal synthesis of (+)-fostriecin and (+)-phoslactomycin B

Literature Information

Publication Date 2009-08-10
DOI 10.1039/B912267B
Impact Factor 6.222
Authors

Shaheen M. Sarkar, Everlyne N. Wanzala, Setsuya Shibahara, Keisuke Takahashi, Jun Ishihara, Susumi Hatakeyama


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Abstract

A general methodology applicable for the synthesis of the phoslactomycin family of antibiotics, potent and selective protein phosphatase inhibitors, has been developed starting from a β-isocupreidine-catalyzed asymmetric Baylis–Hillman reaction of 3-(4-methoxybenzyloxy)propanal with hexafluoroisopropyl acrylate, and thereby formal syntheses of (+)-fostriecin and (+)-phoslactomycin B have been accomplished.

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