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Synthesis of (-)-Laurefucin
B. Kim, M. Lee, M. J. Kim, H. Lee, S. Kim, D. Kim*, M. Koh, S. B. Park, K. J. Shin
Seoul National University and Korea Institute of Science and Technology, Seoul, Korea
25 May 2009 (online)
(-)-Laurefucin was isolated from the red alga Laurencia nipponica. The key step in the synthesis is the construction of the 2,8-dioxabicyclo[5.2.1]decane skeleton by a phenylselenyl-induced electrophilic cyclization (B → H) which is probably analogous to the biogenesis.