New synthetic approach to pyrroloiminoquinone marine alkaloids. Total synthesis of makaluvamines A, D, I, and K
M Iwao, O Motoi, T Fukuda, F Ishibashi
Index: Iwao, Masatomo; Motoi, Osamu; Fukuda, Tsutomu; Ishibashi, Fumito Tetrahedron, 1998 , vol. 54, # 31 p. 8999 - 9010
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Citation Number: 45
Abstract
A new entry into pyrroloiminoquinone marine alkaloids, makaluvamines, has been developed. The key 1, 3, 4, 5-tetrahydropyrrolo [4, 3, 2-de] quinoline intermediates 11 and 18 were prepared by aryne-mediated cyclization of the 4-chloro-6-methoxytryptamine derivatives 10 and 17, respectively. The requisite substituents at the indole 4-and 3- positions of 10 and 17 were efficiently assembled by sequential use of directed lithiation of ...
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