From the Tidal pool to the lab The gross structure was first reported by two groups Hirata--Japanl a Moore--Hawaii2 64 stereogenic centers a 115 carbon backbone One of the longest contiguous carbon chains in a natural product a There are about 27 different stereoisomers Y Kishi succeeded in elucidating the complete structure of palytoxin in 1982 and then completed the synthesis in 1994 Jremura, D. Ueda, K, Hirata, Y; Naoki, H, Iwashita, T. Tetrahedron Lett. 1981, 22, 2781 2Moore. R.E.: Bartolini. G. J J. Am. Chem. Soc. 1981. 103. 2491 Ishi etFrom the Tidal Pool to the Lab From the Tidal Pool to the Lab „ The gross structure was first reported by two groups: The gross structure was first reported by two groups: „ Hirata —Japan 1 „ Moore —Hawaii 2 „ 64 stereogenic centers stereogenic centers „ 115 carbon backbone carbon backbone ⇒ One of the One of the longest longest contiguous carbon chains in a natural product contiguous carbon chains in a natural product „ There are about There are about 271 different stereoisomers different stereoisomers „ Y. Kishi succeeded in elucidating the complete Y. Kishi succeeded in elucidating the complete structure of structure of palytoxin palytoxin in 1982 and then completed the in 1982 and then completed the synthesis in 1994 synthesis in 1994 3 1Ure mura, D.; Ueda, K.; Hirata, Y.; Naoki, H.; Iwashita, T. Tetrahedron Lett. 1981, 22, 2781 2Moore, R.E.; Bartolini, G. J. J. Am. Chem. Soc. 1981, 103, 2491 3Kishi et al