Total synthesis of (+)-latrunculin B

R Zibuck, NJ Liverton, AB Smith

Index: Zibuck, Regina; Liverton, Nigel J.; Smith, Amos B. Journal of the American Chemical Society, 1986 ,  vol. 108,  # 9  p. 2451 - 2453

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Citation Number: 45

Abstract

Aldehyde 9 was prepared in four steps beginning with the Baeyer-Villager oxidation of 2- allylcyclopentanone (12). 14 Alkylation provided 141Za as a 1: l mixture of lactones, which in turn was protected as the ortho ester, 12a employing (+)-(R, R)-2, 3-butanediol. 15 The latter operation served not only to equilibrate the mixture to a 6: 1 trans/& mixture (15a, b/15c, d)