Tetrahedron

Asymmetric total synthesis of (−)-rasfonin

R Bhuniya, S Nanda

Index: Bhuniya, Rajib; Nanda, Samik Tetrahedron, 2013 , vol. 69, # 3 p. 1153 - 1165

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Citation Number: 9

Abstract

An efficient chemoenzymatic asymmetric synthesis of pyranone containing natural product (−)-rasfonin is presented here. Enantioselective enzymatic desymmetrization (EED) and a unique Gluconobacter oxydans mediated oxidative kinetic resolution (OKR) have been successfully employed to install three stereocenters (C6′, C7, and C9) of the target molecule. Stereoselective Achmatowicz reaction of a properly decorated furyl nucleus led ...