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A practical synthesis of the peptide part of jaspamide (jasplakinolide), a cyclodepsipeptide from a marine sponge

โœ Scribed by Shinji Kato; Yasumasa Hamada; Takayuki Shioiri


Book ID
104217816
Publisher
Elsevier Science
Year
1988
Tongue
French
Weight
163 KB
Volume
29
Category
Article
ISSN
0040-4039

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โœฆ Synopsis


S)-Alanyl-(R)-2-bromoabryl-(R)-P-tyrosine found in jaspamide(1) was conveniently synthesized as its protected derivative 2 in good yield. Jaspamide (jasplakinolide)(l)s recently isolated from a jaspis sponge is a novel cyclodepsipeptide exhibiting potent insecticidal and antifungal activities. Recent reports on synthetic studies


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Total synthesis of mycothiazole, a polyk
โœ Hideyuki Sugiyama; Fumiaki Yokokawa; Takayuki Shioiri ๐Ÿ“‚ Article ๐Ÿ“… 2003 ๐Ÿ› Elsevier Science ๐ŸŒ French โš– 427 KB

Mycothiazole isolated from marine sponges has been efficiently synthesized in a convergent manner. The key reactions involve the thiazole synthesis by dehydrogenation of the thiazolidine with chemical manganese dioxide (CMD), the Stille coupling, and the Nagao asymmetric acetate aldol reaction using