Abstract
K1115 B1, isolated from the broth of Streptomyces species, was found to be a mixture of stereoisomers. Authors synthesized all stereoisomers of K1115 B1 by convergent synthesis coupling a rhamnose derivative, an isobenzofuranone, and a chiral tetraol. Comparison of 1H NMR spectra and optical rotations made it clear that the absolute structures of K1115 B 1α (the major isomer) and K1115 B1β (the minor isomer) were (1R, 17S)- and (1R, 17R)-configurations, respectively. The optical rotations of the stereoisomers revealed that alnumycin, reported as the identical structure with K1115 B1, might be another mixture of stereoisomers.
Original language | English |
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Pages (from-to) | 983-986 |
Number of pages | 4 |
Journal | Tetrahedron Letters |
Volume | 52 |
Issue number | 9 |
DOIs | |
Publication status | Published - 2011 Mar 2 |
Keywords
- Alnumycin
- BE-41956A
- K1115 B
- Michael-Dieckmann type condensation
- Structural determination
- Total synthesis
ASJC Scopus subject areas
- Biochemistry
- Drug Discovery
- Organic Chemistry