Stereochemistry of palytoxin. Part 2. C1-C6, C47-C74, and C77-C83 segments

SS Ko, JM Finan, M Yonaga, Y Kishi…

Index: Ko; Finan; Yonaga; et al. Journal of the American Chemical Society, 1982 , vol. 104, # 25 p. 7364 - 7367

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Citation Number: 38

Abstract

-10 8 by NMR experiments to be as indicated, but the absolute stereochemistry remained unknown.'l Synthesis of pentaacetate 7 from 2-deoxy-~-glucose via nitrile 8 was performed straightforward]~.~ Upon comparison of aD values, synthetic pentaacetate s), 2.15 (3 H, s); aD+ 53.4'(c 0.46, CHCI,)] was found to be identical with degradation product 7 (Chart 11). To determine the connectivity of 7 with the remaining portions of the palytoxin structure, we ...