Microbial oxidation of aromatics in enantiocontrolled synthesis. 2. Rational design of aza sugars (endo-nitrogenous). Total synthesis of (+)-Kifunensine, …

T Hudlicky, J Rouden, H Luna…

Index: Hudlicky, Tomas; Rouden, Jacques; Luna, Hector; Allen, Scott Journal of the American Chemical Society, 1994 , vol. 116, # 12 p. 5099 - 5107

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Citation Number: 88

Abstract

Abstract: A general method of synthesis for lactones and lactams related to carbohydrates has been developed that relies on the biocatalyticgeneration of 1-chloro-2, 3- dihydroxycyclohexa-4, 6diene (l), obtained in excellent yield by fermentation of chlorobenzene with Pseudomonasputida 39D, followed by further functionalization to nitrogen-substituted cyclitols.