Details
| Original language | English |
|---|---|
| Pages (from-to) | 1280-1287 |
| Number of pages | 8 |
| Journal | Beilstein Journal of Organic Chemistry |
| Volume | 13 |
| Publication status | Published - 28 Jun 2017 |
Abstract
The elansolids A1–A3, B1, and B2 are secondary metabolites formed by the gliding bacterium Chitinophaga sancti. They show antibacterial activity against Gram-positive bacteria. A second generation total synthesis of the antibiotic elansolid B1 (2) and the first synthesis of elansolid B2 (3) are reported. In contrast to previous work, the (Z,E,Z)-triene at C10–C15 was assembled by using an optimized C–C cross-coupling sequence with a Suzuki cross-coupling reaction as key step.
Keywords
- Antibiotics, Polyenes, Polyketides, Stille reaction, Suzuki reaction, Total synthesis
ASJC Scopus subject areas
- Chemistry(all)
- Organic Chemistry
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In: Beilstein Journal of Organic Chemistry, Vol. 13, 28.06.2017, p. 1280-1287.
Research output: Contribution to journal › Article › Research › peer review
}
TY - JOUR
T1 - Total synthesis of elansolids B1 and B2
AU - Wang, Liangliang
AU - Kirschning, Andreas
PY - 2017/6/28
Y1 - 2017/6/28
N2 - The elansolids A1–A3, B1, and B2 are secondary metabolites formed by the gliding bacterium Chitinophaga sancti. They show antibacterial activity against Gram-positive bacteria. A second generation total synthesis of the antibiotic elansolid B1 (2) and the first synthesis of elansolid B2 (3) are reported. In contrast to previous work, the (Z,E,Z)-triene at C10–C15 was assembled by using an optimized C–C cross-coupling sequence with a Suzuki cross-coupling reaction as key step.
AB - The elansolids A1–A3, B1, and B2 are secondary metabolites formed by the gliding bacterium Chitinophaga sancti. They show antibacterial activity against Gram-positive bacteria. A second generation total synthesis of the antibiotic elansolid B1 (2) and the first synthesis of elansolid B2 (3) are reported. In contrast to previous work, the (Z,E,Z)-triene at C10–C15 was assembled by using an optimized C–C cross-coupling sequence with a Suzuki cross-coupling reaction as key step.
KW - Antibiotics
KW - Polyenes
KW - Polyketides
KW - Stille reaction
KW - Suzuki reaction
KW - Total synthesis
UR - http://www.scopus.com/inward/record.url?scp=85023613135&partnerID=8YFLogxK
U2 - 10.3762/bjoc.13.124
DO - 10.3762/bjoc.13.124
M3 - Article
AN - SCOPUS:85023613135
VL - 13
SP - 1280
EP - 1287
JO - Beilstein Journal of Organic Chemistry
JF - Beilstein Journal of Organic Chemistry
SN - 1860-5397
ER -