期刊
CHEMISTRY-A EUROPEAN JOURNAL
卷 25, 期 33, 页码 7927-7934出版社
WILEY-V C H VERLAG GMBH
DOI: 10.1002/chem.201901069
关键词
antibiotics; isomers; natural products; structure elucidation; total synthesis
资金
- JSPS KAKENHI [JP25253002, JP16H05074]
The first total synthesis of lajollamycin B, a structurally novel nitro-tetraene spiro-beta-lactone/gamma-lactone antibiotic, is described. The convergent synthesis involves the construction of the C8 '-C11 ' nitrodienylstannane and its coupling with the segment prepared from the C1 '-C7 ' omega-iodoheptadienoic acid and the right-hand heterocyclic fragment, which has been utilized for our previous syntheses of oxazolomycin A. The revision of the geometry of the terminal Delta(10 ', 11 ')-double bond from E to Z is also described for the structure of natural lajollamycin B.
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