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The first efficient asymmetric total syntheses of xestodecalactones B and C have been accomplished in 10 steps with an overall yield of 22 and 20.2%, respectively. The key steps involve the utility of Evans oxazolidinone-mediated syn-aldol condensations to establish the C-9 configuration and the macrolide ring formation by intramolecular acylation. The absolute configurations of xestodecalactones B and C have been determined via these syntheses.

Citation

Qiren Liang, Jiyong Zhang, Weiguo Quan, Yongquan Sun, Xuegong She, Xinfu Pan. The first asymmetric total syntheses and determination of absolute configurations of xestodecalactones B and C. The Journal of organic chemistry. 2007 Mar 30;72(7):2694-7

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PMID: 17346089

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