Studies Towards the Stereoselective α-Hydroxylation of Flavanones. Biosynthetic Significance

…, C Marais, BCB Bezuidenhoudt, JA Steenkamp

Index: Border, Zola-Michele; Marais, Charlene; Bezuidenhoudt, Barend C. B.; Steenkamp, Jacobus A. Australian Journal of Chemistry, 2008 , vol. 61, # 2 p. 122 - 130

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Citation Number: 3

Abstract

Abstract The enolates of various propiophenones, chromanones, and also analogues of naturally occurring flavanones were stereoselectively hydroxylated at the α-position, by employing commercially available enantiopure oxaziridines, to afford the desired α- hydroxylated target molecules in good to exceptional stereoselectivities and in moderate to good chemical yields. A mechanistic rationale is presented to account for the ...