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Stereoselective synthesis of (-)-amphidinolide E
Chan Hyuk Kim1, Hyo Jung An, Won Kyo Shin
1Department of Chemistry, Seoul National University, Seoul 151-747, Korea.
Abstract:
The total synthesis of (-)-amphidinolide E was accomplished by following a synthetic scheme that incorporates the labile C2 stereocenter at a very late stage. The oxolane unit was prepared by beta-alkoxyacrylate radical cyclization. The enyne metathesis reaction was employed for the synthesis of the side chain. The Kocienski-Julia reaction was used for the union of the two major fragments, and the Kita macrolactonization protocol was used for macrolide synthesis.
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