Total synthesis of the cytotoxic macrocycle (+)-hitachimycin

…, N Chida, GA Sulikowski, JL Wood

Index: Smith III; Rano; Chida; Sulikowski; Wood Journal of the American Chemical Society, 1992 ,  vol. 114,  # 21  p. 8008 - 8022

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Citation Number: 53

Abstract

Abstract: The first total synthesis of the antitumor antibiotic (+)-hitachimycin (aka stubomycin)(1) has been achieved in 22 steps and 1.1% overall yield. The cornerstone of the synthetic strategy was a highly stereoselective three-component coupling of (-)-5- methoxycyclopentenone (4) with a zincate derived from vinyl iodide 3a and aldehyde (-)-51,