Determination of the absolute configuration of the biologically active natural product by Ohrui-Akasaka method

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Abstract

The Ohrui-Akasaka method is the only one methodology to solve the intrinsic problem of diastereomer method. The Ohrui-Akasaka ester discriminates an asymmetric center remote from up to 24 carbons. The gauche effect combined with CH-π interaction of the ester sets anthracene ring close to acyl side chain. The distinctive conformation provides a chiral field to a remote asymmetric center. This review describes the examples of the determination of the absolute configuration of the natural products, leustroducsin B, S365 A and plakoside A, by using the Ohrui-Akasaka method.

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Yajima, A. (2007). Determination of the absolute configuration of the biologically active natural product by Ohrui-Akasaka method. Yuki Gosei Kagaku Kyokaishi/Journal of Synthetic Organic Chemistry. Society of Synthetic Organic Chemistry. https://doi.org/10.5059/yukigoseikyokaishi.65.226

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