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Communication | Regular issue | Vol 29, No. 10, 1989, pp.1865-1869
Published online, 1st January, 1970
DOI: 10.3987/COM-89-5123
■ A Total Synthesis of the Novel Cyclodepsipeptide (+)-Geodiamolide A

Yohiro Hirai, Katsuyuki Yokota, Hiroshi Sakai, Takao Yamazaki, and Takefumi Momose*

*Faculty of Pharmaceutical Sciences, Toyama Medical and Pharmaceutical University, 2630 Sugitani, Toyama, Toyama 930-0194, Japan

Abstract

A diastereo-controlled total synthesis of (+)-geodiamolide A (1) has been accomplished via a prior synthesis of the tetrapropionate derived fragment 11 and of the iodinated N-methyltyrosyltripeptide 17, the latter involving direct iodination of the tripeptide, and subsequent coupling of both fragments followed by the trichlorobenzoyl chloride-mediated macrolactonization.